TW201940658A - Light-emitting element, display, and color conversion substrate - Google Patents

Light-emitting element, display, and color conversion substrate Download PDF

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TW201940658A
TW201940658A TW108102386A TW108102386A TW201940658A TW 201940658 A TW201940658 A TW 201940658A TW 108102386 A TW108102386 A TW 108102386A TW 108102386 A TW108102386 A TW 108102386A TW 201940658 A TW201940658 A TW 201940658A
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emitting element
color conversion
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TWI804566B (en
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市橋泰宜
田中大作
西山雅仁
宇田川敬造
立松結花
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日商東麗股份有限公司
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Abstract

A light-emitting element according to an embodiment of the present invention comprises a plurality of partially drivable light sources and a color conversion section that converts at least a portion of incident light from at least a portion of the plurality of light sources to thereby output emission light with a wavelength range different from the incident light. The color conversion section in the light-emitting element includes pyrromethene derivatives. Such a light-emitting element can be applied to a display. A color conversion substrate includes pyrromethene derivatives.

Description

發光元件、顯示器及色轉換基板Light emitting element, display and color conversion substrate

本發明是有關於一種發光元件、顯示器及色轉換基板。The invention relates to a light emitting element, a display and a color conversion substrate.

色轉換方式的多色化技術於液晶顯示器或有機電致發光(electroluminescence,EL)顯示器、照明裝置等中的應用正受到積極研究。所謂色轉換,表示將來自發光體的發光轉換成波長更長的光,例如將藍色發光轉換成綠色或紅色發光。藉由將具有該色轉換功能的組成物(以下適當稱為色轉換組成物)加以膜化,並與例如藍色光源組合,而可自藍色光源提取藍色、綠色、紅色的三原色,即可提取白色光。The application of the polychromatic technology of the color conversion method in liquid crystal displays, organic electroluminescence (EL) displays, and lighting devices is being actively studied. The so-called color conversion means that light emitted from a light emitting body is converted into light having a longer wavelength, for example, blue light is converted into green or red light. By coating the composition having the color conversion function (hereinafter appropriately referred to as a color conversion composition) and combining it with, for example, a blue light source, the three primary colors of blue, green, and red can be extracted from the blue light source, that is, Can extract white light.

將此種組合藍色光源與具有色轉換功能的膜(以下適當稱為色轉換膜)而成的白色光源設為光源單元,且將該光源單元與液晶驅動部分以及彩色濾光片組合於一起,藉此可製作全色顯示器(full colour display)。另外,若無液晶驅動部分,則可直接用作白色光源,例如,可應用為發光二極體(light emitting diode,LED)照明等的白色光源。A white light source composed of such a combination of a blue light source and a film having a color conversion function (hereinafter referred to as a color conversion film as appropriate) is used as a light source unit, and the light source unit is combined with a liquid crystal driving section and a color filter. , Which can make a full color display. In addition, if there is no liquid crystal driving part, it can be directly used as a white light source, for example, it can be applied to a white light source such as light emitting diode (LED) lighting.

作為液晶顯示器的課題,可列舉色彩再現性的提高。為了提高色彩再現性,有效的是使光源單元的藍、綠、紅的各發光光譜的半寬度變窄,且提高藍、綠、紅各色的色純度。作為解決該課題的手段,提出有將由無機半導體微粒子所得的量子點用作色轉換組成物的成分的技術(例如參照專利文獻1)。As a subject of a liquid crystal display, improvement of color reproducibility is mentioned. In order to improve color reproducibility, it is effective to narrow the half-widths of the blue, green, and red emission spectra of the light source unit, and to improve the color purity of each of the blue, green, and red colors. As a means to solve this problem, a technology has been proposed in which quantum dots obtained from inorganic semiconductor fine particles are used as a component of a color conversion composition (for example, refer to Patent Document 1).

另外,亦提出有代替量子點而將有機物的發光材料用作色轉換組成物的成分的技術。作為將有機發光材料用作色轉換組成物的成分的技術的例子,揭示有使用吡咯亞甲基衍生物者(例如參照專利文獻1)。In addition, a technology has also been proposed in which an organic light-emitting material is used as a component of a color conversion composition instead of a quantum dot. As an example of a technique using an organic light-emitting material as a component of a color conversion composition, a person using a pyrrole methylene derivative is disclosed (for example, refer to Patent Document 1).

但是,液晶顯示器亦有響應速度慢或對比度低的課題。另一方面,如有機EL顯示器或微型LED顯示器般的自發光型顯示器中,構成一個畫素的子畫素自身為單個獨立地發光的自發光型的元件,因此具有響應速度高速、不發光時的亮度非常低結果對比度高等特長。However, liquid crystal displays have problems of slow response speed or low contrast. On the other hand, in a self-luminous display such as an organic EL display or a micro LED display, a sub-pixel constituting one pixel is a single self-luminous element that emits light independently, and therefore has a high response speed and no light emission. The very low brightness results in high contrast and other special features.

作為使用自發光型元件來實現多色發光的方法之一,提出有色轉換法(color conversion method,CCM)(例如參照專利文獻2、專利文獻3)。CCM法例如是將色轉換層配設於有機EL元件的前表面而顯現出多色的方法,所述色轉換層吸收有機EL元件的發光來進行與吸收波長不同的波長分佈的發光。本方式中,可使用單色發光的有機EL元件,因此顯示器的製造容易,亦積極研究向大畫面顯示器的發展。
[現有技術文獻]
[專利文獻]
A color conversion method (CCM) is proposed as one of the methods for achieving multi-color light emission using a self-emission type element (for example, refer to Patent Documents 2 and 3). The CCM method is, for example, a method in which a color conversion layer is disposed on the front surface of an organic EL element and develops multiple colors. The color conversion layer absorbs light emitted from the organic EL element and emits light with a wavelength distribution different from the absorption wavelength. In this method, a monochromatic light-emitting organic EL element can be used. Therefore, the manufacture of a display is easy, and research into the development of a large-screen display is also actively conducted.
[Prior Art Literature]
[Patent Literature]

專利文獻1:日本專利特開2011-241160號公報
專利文獻2:日本專利特開平8-286033號公報
專利文獻3:國際公開第2010/092694號
Patent Literature 1: Japanese Patent Laid-Open No. 2011-241160 Patent Literature 2: Japanese Patent Laid-Open No. 8-286033 Patent Literature 3: International Publication No. 2010/092694

[發明所欲解決之課題]
但是,專利文獻1所記載的使用量子點的技術中,不耐熱、空氣中的水分或氧,耐久性並不充分。另外,即便使用專利文獻1所記載的有機發光材料來製作發光元件,就提高色彩再現性及耐久性的觀點而言亦尚不充分。尤其,可兼具色彩再現性與高耐久性的技術不充分。
[Problems to be Solved by the Invention]
However, in the technique using the quantum dot described in Patent Document 1, the heat resistance, moisture or oxygen in the air, and durability are insufficient. In addition, even if an organic light-emitting material described in Patent Document 1 is used to produce a light-emitting element, it is insufficient from the viewpoint of improving color reproducibility and durability. In particular, technologies that can achieve both color reproducibility and high durability are insufficient.

專利文獻2、專利文獻3中揭示有使用螢光顏料作為發光材料的CCM法,但激發光的光譜及螢光材料的發光光譜並不尖銳,色純度的提升不充分。另外,有螢光材料對光的穩定性低,連續點燈時色度大幅變化的課題。Patent Literature 2 and Patent Literature 3 disclose a CCM method using a fluorescent pigment as a luminescent material, but the spectrum of the excitation light and the luminescent spectrum of the fluorescent material are not sharp, and the improvement of color purity is insufficient. In addition, there is a problem in that the fluorescent material has low stability to light, and the chromaticity changes greatly during continuous lighting.

本發明所欲解決的課題在於,對有機EL顯示器或微型LED顯示器提供適宜的有機發光材料來作為色轉換材料,維持響應速度及對比度,並且兼具色彩再現性的提升與高耐久性。
[解決課題之手段]
The problem to be solved by the present invention is to provide an organic EL display or micro LED display with a suitable organic light-emitting material as a color conversion material, maintain response speed and contrast, and have both improved color reproducibility and high durability.
[Means for solving problems]

為解決所述課題來達成目的,本發明的發光元件的特徵在於包括:能夠部分驅動的多個光源;以及色轉換部,所述色轉換部對於所述多個光源中的至少一部分,對來自該光源的入射光的至少一部分進行轉換而發出與所述入射光不同的波長區域的出射光,且所述色轉換部包含吡咯亞甲基衍生物。In order to solve the problems and achieve the object, the light-emitting element of the present invention includes a plurality of light sources capable of being partially driven, and a color conversion unit that responds to at least a part of the plurality of light sources. At least a part of the incident light of the light source is converted to emit light in a wavelength region different from the incident light, and the color conversion section includes a pyrrole methylene derivative.

另外,本發明的發光元件的特徵在於,於所述發明中,所述光源的發光為藍色光或藍綠色光的發光。In addition, in the light-emitting element of the present invention, in the above-mentioned invention, the light emitted by the light source is light emitted by blue light or blue-green light.

另外,本發明的發光元件的特徵在於,於所述發明中,所述色轉換部包括:隔離壁,呈與所述多個光源對應的圖案狀而形成凹部;以及色轉換層,形成於所述凹部。In addition, the light-emitting element of the present invention is characterized in that, in the invention, the color conversion section includes a partition wall formed in a pattern corresponding to the plurality of light sources to form a recessed portion, and a color conversion layer formed in the Mentioned recess.

另外,本發明的發光元件的特徵在於,於所述發明中,所述色轉換層包含發出彼此不同的波長區域的出射光的兩種以上的色轉換層。Further, in the light-emitting element of the present invention, in the above-mentioned invention, the color conversion layer includes two or more color conversion layers that emit light emitted from wavelength regions different from each other.

另外,本發明的發光元件的特徵在於,於所述發明中,所述凹部中包含未形成有所述色轉換層的一部分。In the light-emitting element of the present invention, in the above-mentioned invention, the recessed portion includes a part in which the color conversion layer is not formed.

另外,本發明的發光元件的特徵在於,於所述發明中,其更包括彩色濾光片。In addition, the light-emitting element of the present invention is characterized in that, in the above-mentioned invention, it further includes a color filter.

另外,本發明的發光元件的特徵在於,於所述發明中,所述多個光源為發光二極體。In addition, in the light-emitting element of the present invention, in the invention, the plurality of light sources are light-emitting diodes.

另外,本發明的發光元件的特徵在於,於所述發明中,所述發光二極體具有氮化鎵系化合物半導體。In the light-emitting element of the present invention, in the invention, the light-emitting diode includes a gallium nitride-based compound semiconductor.

另外,本發明的發光元件的特徵在於,於所述發明中,所述多個光源為有機電場發光元件,所述有機電場發光元件具有存在於陽極與陰極之間的有機層,且藉由電能而發光。In addition, in the light-emitting element of the present invention, in the invention, the plurality of light sources are organic electric-field light-emitting elements, and the organic electric-field light-emitting element has an organic layer existing between the anode and the cathode, and is powered by electric energy. While glowing.

另外,本發明的發光元件的特徵在於,於所述發明中,所述有機電場發光元件為頂部發光(top emission)型的有機電場發光元件。In addition, in the light-emitting element of the present invention, in the above-mentioned invention, the organic electric field light-emitting element is a top emission type organic electric field light-emitting element.

另外,本發明的發光元件的特徵在於,於所述發明中,所述有機層具有主體材料及摻雜材料,且所述摻雜材料含有選自硼錯合物系摻雜材料、芘系摻雜材料、䓛系摻雜材料、苯并熒蒽系摻雜材料及胺系摻雜材料中的至少一種材料。In addition, in the light-emitting element of the present invention, in the invention, the organic layer includes a host material and a dopant material, and the dopant material contains a material selected from the group consisting of a boron complex dopant and an erbium dopant. At least one of a hetero material, a erbium-based doping material, a benzofluoranthene-based doping material, and an amine-based doping material.

另外,本發明的發光元件的特徵在於,於所述發明中,所述有機層具有主體材料及摻雜材料,且所述主體材料含有蒽系主體材料。In the light-emitting element of the present invention, in the invention, the organic layer includes a host material and a dopant material, and the host material includes an anthracene-based host material.

另外,本發明的發光元件的特徵在於,於所述發明中,所述有機層含有熱活化延遲螢光材料。In the light-emitting element of the present invention, in the above-mentioned invention, the organic layer contains a thermally activated delayed fluorescent material.

另外,本發明的發光元件的特徵在於,於所述發明中,所述吡咯亞甲基衍生物為由下述通式(1)所表示的化合物。The light-emitting element of the present invention is characterized in that, in the invention, the pyrrole methylene derivative is a compound represented by the following general formula (1).

[化1]

(於通式(1)中,X為C-R7 或N。R1 ~R9 分別可相同亦可不同,且選自氫、烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基、以及與鄰接取代基之間所形成的縮合環及脂肪族環中)
[Chemical 1]

(In the general formula (1), X is CR 7 or N. R 1 to R 9 may be the same or different, and are selected from hydrogen, alkyl, cycloalkyl, heterocyclyl, alkenyl, and cycloalkenyl. , Alkynyl, hydroxyl, thiol, alkoxy, alkylthio, aryl ether, aryl thioether, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester , Carbamoyl, amine, nitro, silyl, siloxy, oxyboryl, sulfo, phosphine oxide, and condensed rings and aliphatic rings formed with adjacent substituents)

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,X為C-R7 且R7 為由下述通式(2)所表示的基。In the light-emitting element of the present invention, in the invention, in the general formula (1), X is CR 7 and R 7 is a group represented by the following general formula (2).

[化2]

(於通式(2)中,r選自由氫、烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基所組成的群組中。k為1~3的整數。於k為2以上的情況下,r分別可相同亦可不同)
[Chemical 2]

(In the general formula (2), r is selected from hydrogen, alkyl, cycloalkyl, heterocyclyl, alkenyl, cycloalkenyl, alkynyl, hydroxyl, thiol, alkoxy, alkylthio, and aromatic. Ether, aryl sulfide, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester, carbamate, amino, nitro, silyl, siloxy In the group consisting of oxyboryl, sulfo, and phosphine oxide. K is an integer from 1 to 3. When k is 2 or more, r may be the same or different)

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,R1 、R3 、R4 及R6 分別可相同亦可不同,且為經取代或未經取代的烷基。In addition, in the light-emitting element of the present invention, in the invention, in the general formula (1), R 1 , R 3 , R 4, and R 6 may be the same or different, and may be substituted or Unsubstituted alkyl.

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,R1 、R3 、R4 及R6 分別可相同亦可不同,且為經取代或未經取代的芳基。In addition, in the light-emitting element of the present invention, in the invention, in the general formula (1), R 1 , R 3 , R 4, and R 6 may be the same or different, and may be substituted or Unsubstituted aryl.

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,R1 ~R6 中的至少一者為拉電子基。In the light-emitting element of the present invention, in the invention, in the general formula (1), at least one of R 1 to R 6 is an electron-withdrawing group.

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,所述拉電子基為包含氟原子的基。In the light-emitting element of the present invention, in the invention, in the general formula (1), the electron-withdrawing group is a group containing a fluorine atom.

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,所述拉電子基為選自含氟醯基、含氟酯基、含氟醯胺基、含氟磺醯基、含氟磺酸酯基及含氟磺醯胺基中的基。In addition, in the light-emitting element of the present invention, in the invention, in the general formula (1), the electron-withdrawing group is selected from a fluorine-containing fluorenyl group, a fluorine-containing ester group, and a fluorine-containing fluorenamine group. , Fluorine-containing sulfonyl groups, fluorine-containing sulfonate groups, and fluorine-containing sulfonamide groups.

另外,本發明的發光元件的特徵在於,於所述發明中,於所述通式(1)中,R8 或R9 的任一者為氰基。In the light-emitting element of the present invention, in the invention, in the general formula (1), either of R 8 or R 9 is a cyano group.

另外,本發明的發光元件的特徵在於,於所述發明中,所述吡咯亞甲基衍生物為藉由使用激發光而呈現於500 nm以上且580 nm以下的區域觀測到峰值波長的發光的吡咯亞甲基衍生物。In addition, in the light-emitting element of the present invention, in the above-mentioned invention, the pyrrole methylene derivative exhibits emission at a peak wavelength observed in a region of 500 nm or more and 580 nm or less by using excitation light. Pyrrole methylene derivatives.

另外,本發明的發光元件的特徵在於,於所述發明中,所述吡咯亞甲基衍生物為藉由使用激發光而呈現於580 nm以上且750 nm以下的區域觀測到峰值波長的發光的吡咯亞甲基衍生物。In addition, in the light-emitting element of the present invention, in the above-mentioned invention, the pyrrole methylene derivative exhibits light emission at a peak wavelength in a region of 580 nm or more and 750 nm or less by using excitation light. Pyrrole methylene derivatives.

另外,本發明的發光元件的特徵在於,於所述發明中,所述色轉換部含有下述發光材料(a)及發光材料(b),且所述發光材料(a)及所述發光材料(b)中的至少一者為所述吡咯亞甲基衍生物。
發光材料(a):藉由使用激發光而呈現於500 nm以上且580 nm以下的區域觀測到峰值波長的發光的發光材料
發光材料(b):藉由經激發光或來自所述發光材料(a)的發光的至少一者激發而呈現於580 nm以上且750 nm以下的區域觀測到峰值波長的發光的發光材料
In addition, in the light-emitting element of the present invention, in the above-mentioned invention, the color conversion section includes a light-emitting material (a) and a light-emitting material (b) described below, and the light-emitting material (a) and the light-emitting material At least one of (b) is the pyrrole methylene derivative.
Luminescent material (a): Luminescent material emitting light with a peak wavelength observed in a region above 500 nm and below 580 nm by using excitation light. Luminescence material (b): by excitation light or from the luminescent material ( a) A light-emitting material in which at least one of the light emission is excited and a light emission with a peak wavelength is observed in a region from 580 nm to 750 nm

另外,本發明的發光元件的特徵在於,於所述發明中,所述色轉換部包含樹脂。In the light-emitting element of the present invention, in the above-mentioned invention, the color conversion section includes a resin.

另外,本發明的發光元件的特徵在於:於所述發明中,所述樹脂的氧透過率為0.1 cc/m2 ·day·atm以上。In addition, in the light-emitting element of the present invention, in the invention, an oxygen transmission rate of the resin is 0.1 cc / m 2 · day · atm or more.

另外,本發明的顯示器的特徵在於,其包括如所述發明的任一項所記載的發光元件。The display of the present invention includes the light-emitting element according to any one of the inventions.

另外,本發明的色轉換基板的特徵在於包含吡咯亞甲基衍生物。
[發明的效果]
In addition, the color conversion substrate of the present invention is characterized by containing a pyrrole methylene derivative.
[Effect of the invention]

本發明的發光元件及色轉換基板取得響應速度及對比度優異,能夠兼具色彩再現性的提高與高耐久性的效果。本發明的顯示器因使用此種發光元件,故取得響應速度及對比度優異,能夠兼具色彩再現性的提高與高耐久性的效果。The light-emitting element and the color conversion substrate of the present invention are excellent in response speed and contrast, and can have both the effect of improving color reproducibility and high durability. Since the display of the present invention uses such a light-emitting element, it has excellent response speed and contrast, and can have both the effect of improving color reproducibility and high durability.

以下,對本發明的發光元件、顯示器以及色轉換基板的較佳實施形態進行具體說明,但本發明並不限定於以下的實施形態,可根據目的或用途進行各種變更來實施。Hereinafter, preferred embodiments of the light-emitting element, the display, and the color conversion substrate of the present invention will be specifically described, but the present invention is not limited to the following embodiments, and can be implemented with various changes according to the purpose or application.

<發光元件>
對本發明的實施形態的發光元件進行詳細說明。圖1為表示本發明的實施形態的發光元件的第一例的構成的示意剖面圖。如圖1所示,該第一例的發光元件11包括有機EL基板12及色轉換基板16。
<Light-emitting element>
A light-emitting element according to an embodiment of the present invention will be described in detail. FIG. 1 is a schematic cross-sectional view showing a configuration of a first example of a light-emitting element according to an embodiment of the present invention. As shown in FIG. 1, the light-emitting element 11 of the first example includes an organic EL substrate 12 and a color conversion substrate 16.

該第一例中,如圖1所示,有機EL基板12包括:多個(例如三個)有機EL元件13、透明基板14及密封層15。多個有機EL元件13為能夠部分驅動的多個光源的一例,設置於透明基板14上。密封層15為覆蓋該些多個有機EL元件13的層,如圖1所示,形成於設置有有機EL元件13的透明基板14上。In this first example, as shown in FIG. 1, the organic EL substrate 12 includes a plurality (for example, three) of organic EL elements 13, a transparent substrate 14, and a sealing layer 15. The plurality of organic EL elements 13 are examples of a plurality of light sources that can be partially driven, and are provided on the transparent substrate 14. The sealing layer 15 is a layer covering the plurality of organic EL elements 13, and is formed on the transparent substrate 14 on which the organic EL elements 13 are provided, as shown in FIG. 1.

色轉換基板16為本發明的色轉換部的一例。本發明的色轉換部對於多個光源中的至少一部分,對來自該光源(例如該些多個光源中的至少一部分光源)的入射光的至少一部分進行轉換而發出與所述入射光不同的波長區域的出射光。另外,該色轉換部包含吡咯亞甲基衍生物。The color conversion substrate 16 is an example of a color conversion section of the present invention. The color conversion unit of the present invention converts at least a part of the plurality of light sources to at least a part of the incident light from the light source (for example, at least a part of the plurality of light sources) to emit a wavelength different from the incident light. Emitted light from the area. The color conversion unit contains a pyrrole methylene derivative.

具體而言,於該第一例中,如圖1所示,色轉換基板16包括紅色轉換層17R、綠色轉換層17G、紅色彩色濾光片18R、綠色彩色濾光片18G、隔離壁19及基板110。隔離壁19以形成與多個有機EL元件13對應的圖案的方式設置於基板110上。如圖1所示,隔離壁19於基板110上呈與該些多個有機EL元件13對應的圖案狀而形成凹部。紅色轉換層17R及綠色轉換層17G分別為形成於由隔離壁19所劃分的凹部中的色轉換層的一例,且為包含吡咯亞甲基衍生物的層。如圖1所示,紅色轉換層17R形成於由隔離壁19所形成的凹部中的規定部分。於該紅色轉換層17R上設置有紅色彩色濾光片18R。綠色轉換層17G形成於由隔離壁19所形成的凹部中與紅色轉換層17R不同的部分。於該綠色轉換層17G上設置有綠色彩色濾光片18G。另外,由隔離壁19所形成的凹部中,包含未形成有色轉換層的一部分。例如,於該第一例中,由隔離壁19所形成的凹部中包含:形成有紅色轉換層17R及紅色彩色濾光片18R的第一凹部、形成有綠色轉換層17G及綠色彩色濾光片18G的第二凹部、及未形成有紅色轉換層17R及綠色轉換層17G的任一者的第三凹部。Specifically, in this first example, as shown in FIG. 1, the color conversion substrate 16 includes a red conversion layer 17R, a green conversion layer 17G, a red color filter 18R, a green color filter 18G, a separation wall 19 and Substrate 110. The partition wall 19 is provided on the substrate 110 so as to form a pattern corresponding to the plurality of organic EL elements 13. As shown in FIG. 1, the partition wall 19 is formed in a pattern on the substrate 110 corresponding to the plurality of organic EL elements 13 to form a recess. Each of the red conversion layer 17R and the green conversion layer 17G is an example of a color conversion layer formed in a recessed portion partitioned by the partition wall 19 and is a layer containing a pyrrole methylene derivative. As shown in FIG. 1, the red conversion layer 17R is formed in a predetermined portion in a recessed portion formed by the partition wall 19. A red color filter 18R is provided on the red conversion layer 17R. The green conversion layer 17G is formed in a portion different from the red conversion layer 17R in the recessed portion formed by the partition wall 19. A green color filter 18G is provided on the green conversion layer 17G. The recessed portion formed by the partition wall 19 includes a part in which the color conversion layer is not formed. For example, in the first example, the recessed portion formed by the partition wall 19 includes a first recessed portion where the red conversion layer 17R and a red color filter 18R are formed, a green conversion layer 17G and a green color filter formed. The second concave portion of 18G and the third concave portion in which neither of the red conversion layer 17R and the green conversion layer 17G are formed.

具有如上所述的構成的色轉換基板16中,藉由紅色轉換層17R及綠色轉換層17G而分別對來自多個有機EL元件13中的至少一部分的入射光的至少一部分進行色轉換。藉此,色轉換基板16發出與來自有機EL元件13的入射光不同的波長區域的出射光。具體而言,色轉換基板16自由隔離壁19所形成的凹部中,自紅色轉換層17R側的凹部及綠色轉換層17G側的凹部分別發出所述出射光。即,色轉換基板16中的色轉換層包含發出彼此不同的波長區域的出射光的兩種色轉換層(紅色轉換層17R及綠色轉換層17G)。第一例的發光元件11藉由將此種色轉換基板16與以上所述的有機EL基板12組合,而如圖1所示般構成。In the color conversion substrate 16 having the configuration described above, at least a part of the incident light from at least a part of the plurality of organic EL elements 13 is subjected to color conversion by the red conversion layer 17R and the green conversion layer 17G, respectively. This allows the color conversion substrate 16 to emit light in a wavelength region different from the incident light from the organic EL element 13. Specifically, among the recesses formed by the free partition wall 19 of the color conversion substrate 16, the emitted light is emitted from the recesses on the red conversion layer 17R side and the recesses on the green conversion layer 17G side, respectively. That is, the color conversion layer in the color conversion substrate 16 includes two color conversion layers (red conversion layer 17R and green conversion layer 17G) that emit light emitted from wavelength regions different from each other. The light-emitting element 11 of the first example is configured as shown in FIG. 1 by combining such a color conversion substrate 16 with the organic EL substrate 12 described above.

再者,作為光源的有機EL元件13的配置數並不限定於圖1所示的三個,亦可為兩個以上(多個)。另外,色轉換基板16中的色轉換層並不限定於圖1所示的紅色轉換層17R及綠色轉換層17G,亦可為包含兩種以上的色轉換層者。The number of the organic EL elements 13 as the light source is not limited to three as shown in FIG. 1, and may be two or more (multiple). The color conversion layer in the color conversion substrate 16 is not limited to the red conversion layer 17R and the green conversion layer 17G shown in FIG. 1, and may include two or more color conversion layers.

圖2為表示本發明的實施形態的發光元件的第二例的構成的示意剖面圖。如圖2所示,該第二例的發光元件21包括:具有發光二極體(LED)的LED基板22、及色轉換基板26。FIG. 2 is a schematic cross-sectional view showing a configuration of a second example of a light-emitting element according to an embodiment of the present invention. As shown in FIG. 2, the light-emitting element 21 of this second example includes an LED substrate 22 having a light-emitting diode (LED), and a color conversion substrate 26.

該第二例中,如圖2所示,LED基板22包括:多個(例如三個)LED23、及透明基板24。多個LED23為能夠部分驅動的多個光源的一例,設置於透明基板24上。另外,LED基板22較佳為將微細的LED高密度地鋪滿各個畫素的小型LED基板或微型LED基板。In this second example, as shown in FIG. 2, the LED substrate 22 includes a plurality of (for example, three) LEDs 23 and a transparent substrate 24. The plurality of LEDs 23 is an example of a plurality of light sources capable of being partially driven, and is provided on the transparent substrate 24. In addition, the LED substrate 22 is preferably a small LED substrate or a micro LED substrate in which fine LEDs are densely covered with each pixel.

色轉換基板26為本發明的色轉換部的一例。具體而言,於該第二例中,如圖2所示,色轉換基板26包括紅色轉換層27R、綠色轉換層27G、紅色彩色濾光片28R、綠色彩色濾光片28G、隔離壁29及基板210。The color conversion substrate 26 is an example of a color conversion section of the present invention. Specifically, in this second example, as shown in FIG. 2, the color conversion substrate 26 includes a red conversion layer 27R, a green conversion layer 27G, a red color filter 28R, a green color filter 28G, a separation wall 29 and Substrate 210.

隔離壁29以形成與多個LED23對應的圖案的方式設置於基板210上。如圖2所示,隔離壁29於基板210上呈與該些多個LED23對應的圖案狀而形成凹部。紅色轉換層27R及綠色轉換層27G分別為形成於由隔離壁29所劃分的凹部中的色轉換層的一例,且為包含吡咯亞甲基衍生物的層。如圖2所示,紅色轉換層27R形成於由隔離壁29所形成的凹部中的規定部分。於該紅色轉換層27R上設置有紅色彩色濾光片28R。綠色轉換層27G形成於由隔離壁29所形成的凹部中與紅色轉換層27R不同的部分。於該綠色轉換層27G上設置有綠色彩色濾光片28G。另外,由隔離壁29所形成的凹部中,包含未形成有色轉換層的一部分。例如,於該第二例中,由隔離壁29所形成的凹部中包含:形成有紅色轉換層27R及紅色彩色濾光片28R的第一凹部、形成有綠色轉換層27G及綠色彩色濾光片28G的第二凹部、及未形成有紅色轉換層27R及綠色轉換層27G的任一者的第三凹部。The partition wall 29 is provided on the substrate 210 so as to form a pattern corresponding to the plurality of LEDs 23. As shown in FIG. 2, the partition wall 29 is formed in a pattern corresponding to the plurality of LEDs 23 on the substrate 210 to form a recessed portion. Each of the red conversion layer 27R and the green conversion layer 27G is an example of a color conversion layer formed in a recessed portion partitioned by the partition wall 29 and is a layer containing a pyrrole methylene derivative. As shown in FIG. 2, the red conversion layer 27R is formed in a predetermined portion in a recessed portion formed by the partition wall 29. A red color filter 28R is provided on the red conversion layer 27R. The green conversion layer 27G is formed in a portion different from the red conversion layer 27R in the recessed portion formed by the partition wall 29. A green color filter 28G is provided on the green conversion layer 27G. The recessed portion formed by the partition wall 29 includes a part in which the color conversion layer is not formed. For example, in this second example, the recessed portion formed by the partition wall 29 includes a first recessed portion where the red conversion layer 27R and a red color filter 28R are formed, a green conversion layer 27G and a green color filter formed. The second concave portion of 28G and the third concave portion in which neither of the red conversion layer 27R and the green conversion layer 27G are formed.

具有如上所述的構成的色轉換基板26中,藉由紅色轉換層27R及綠色轉換層27G而分別對來自多個LED23的至少一部分中的入射光的至少一部分進行色轉換。藉此,色轉換基板26發出與來自LED23的入射光不同的波長區域的出射光。具體而言,色轉換基板26自由隔離壁29所形成的凹部中,自紅色轉換層27R側的凹部及綠色轉換層27G側的凹部分別發出所述出射光。即,色轉換基板26中的色轉換層包含發出彼此不同的波長區域的出射光的兩種色轉換層(紅色轉換層27R及綠色轉換層27G)。第二例的發光元件21藉由將此種色轉換基板26與以上所述的LED基板22組合,而如圖2所示般構成。In the color conversion substrate 26 having the structure described above, at least a portion of incident light from at least a portion of the plurality of LEDs 23 is color-converted by the red conversion layer 27R and the green conversion layer 27G, respectively. This allows the color conversion substrate 26 to emit light in a wavelength region different from the incident light from the LED 23. Specifically, among the recesses formed by the free partition wall 29 of the color conversion substrate 26, the emitted light is emitted from the recesses on the red conversion layer 27R side and the recesses on the green conversion layer 27G side, respectively. That is, the color conversion layer in the color conversion substrate 26 includes two color conversion layers (red conversion layer 27R and green conversion layer 27G) that emit light emitted from wavelength regions different from each other. The light-emitting element 21 of the second example is configured as shown in FIG. 2 by combining such a color conversion substrate 26 with the LED substrate 22 described above.

再者,作為光源的LED23的配置數並不限定於圖2所示的三個,亦可為兩個以上(多個)。另外,色轉換基板26中的色轉換層並不限定於圖2所示的紅色轉換層27R及綠色轉換層27G,亦可為包含兩種以上的色轉換層者。In addition, the number of the arrangement of the LEDs 23 as the light source is not limited to three as shown in FIG. 2, and may be two or more (multiple). The color conversion layer in the color conversion substrate 26 is not limited to the red conversion layer 27R and the green conversion layer 27G shown in FIG. 2, and may include two or more color conversion layers.

<光源>
本發明的發光元件(例如圖1、圖2所示的發光元件11、發光元件21)的光源包含多個光源且能夠部分驅動。關於光源的種類,只要可放射出可激發色轉換層的螢光體的發光,則可使用任意的光源。例如,熱陰極管或冷陰極管、無機電致發光(EL)等螢光性光源、有機EL元件光源、LED光源、白熱光源、或太陽光等任一種光源的激發光原理上均可利用。圖1中,有機EL元件13相當於光源,圖2中,LED23相當於光源。激發光可為具有一種發光峰值者,亦可為具有兩種以上的發光峰值者,為了提高色純度,較佳為具有一種發光峰值者。另外,亦可任意地組合使用發光峰值的種類不同的多個光源。
< Light source >
The light source of the light-emitting element (for example, the light-emitting element 11 and the light-emitting element 21 shown in FIGS. 1 and 2) of the present invention includes a plurality of light sources and can be partially driven. As for the type of light source, any light source can be used as long as it can emit light from a phosphor that can excite the color conversion layer. For example, excitation light of any light source such as a hot cathode tube or a cold cathode tube, an inorganic electroluminescence (EL) fluorescent light source, an organic EL element light source, an LED light source, an incandescent light source, or sunlight can be used in principle. In FIG. 1, the organic EL element 13 corresponds to a light source, and in FIG. 2, the LED 23 corresponds to a light source. The excitation light may be one having one type of emission peak, or two or more types of emission peaks. In order to improve color purity, it is preferable to have one type of emission peak. In addition, a plurality of light sources having different kinds of light emission peaks may be arbitrarily combined and used.

於顯示器或照明用途中,就提高藍色光的色純度的觀點而言,較佳為本發明的多個光源中的至少一部分光源的發光為藍色光或藍綠色光的發光。作為藍色光或藍綠色光,較佳為於430 nm以上且500 nm以下的波長範圍具有最大波長的光。藍色光或藍綠色光的發光光譜可為單峰亦可為雙峰。另外,於430 nm以上且500 nm以下的波長範圍具有最大波長的光如釔鋁石榴石(yttrium aluminum garnet,YAG)系LED般亦包括於430 nm以上且500 nm以下的波長範圍具有第一峰值、且於500 nm以上且700 nm以下的波長範圍具有第二峰值者,就提高藍色的色純度的觀點而言,較佳為於500 nm以上且700 nm以下的波長範圍不具有最大波長者。另外,於430 nm以上且500 nm以下的波長範圍具有峰值的光為更加適宜的激發光。430 nm以上且500 nm以下的波長範圍的激發光為激發能量較小的光,可防止吡咯亞甲基衍生物的發光物質的分解。因此,發光元件中使用的光源較佳為於430 nm以上且500 nm以下的波長範圍具有最大發光的光源。進而,該光源較佳為於440 nm以上且470 nm以下的波長範圍具有最大發光。In a display or lighting application, from the viewpoint of improving the color purity of blue light, it is preferable that light emission of at least a part of the plurality of light sources of the present invention is light emission of blue light or cyan light. The blue light or blue-green light is preferably light having a maximum wavelength in a wavelength range of 430 nm to 500 nm. The emission spectrum of blue light or blue-green light may be singlet or doublet. In addition, light with a maximum wavelength in a wavelength range above 430 nm and below 500 nm, such as yttrium aluminum garnet (YAG) series LED, also includes a first peak in a wavelength range above 430 nm and below 500 nm Those having a second peak in a wavelength range of 500 nm to 700 nm, and from the viewpoint of improving the color purity of blue, preferably those having a maximum wavelength in a wavelength range of 500 nm to 700 nm . In addition, light having a peak in a wavelength range of 430 nm to 500 nm is more suitable as excitation light. Excitation light in a wavelength range of 430 nm to 500 nm is light having a small excitation energy, and can prevent decomposition of a luminescent substance of a pyrrole methylene derivative. Therefore, it is preferable that the light source used in the light-emitting element has a maximum light emission in a wavelength range of 430 nm to 500 nm. Furthermore, the light source preferably has a maximum light emission in a wavelength range of 440 nm to 470 nm.

所述發光元件的光源較佳為發光二極體。若光源為發光二極體,則可高精細地配置多個光源,因而能夠實現高解析度的顯示。另外,發光二極體的發光強度高,因而能夠實現亮度高的顯示。The light source of the light emitting element is preferably a light emitting diode. If the light source is a light-emitting diode, a plurality of light sources can be arranged with high precision, so that high-resolution display can be realized. In addition, since the light-emitting diode has a high light-emitting intensity, a high-brightness display can be realized.

另外,就可提高藍色光的色純度的觀點而言,作為光源的發光二極體較佳為具有氮化鎵系化合物半導體。藉由發光二極體為具有氮化鎵系化合物半導體者,而可使激發光的發光強烈(sharp),結果,色純度提高。From the viewpoint of improving the color purity of blue light, the light-emitting diode as a light source preferably has a gallium nitride-based compound semiconductor. When the light-emitting diode is a gallium nitride-based compound semiconductor, the emission of the excitation light can be sharpened, and as a result, the color purity is improved.

所述發光元件的光源較佳為在陽極與陰極之間存在有機層,且藉由電能而發光的有機電場發光元件。若該光源為該有機電場發光元件,則可高精細地配置多個光源,因而能夠實現高解析度的顯示。另外,有機電場發光元件能夠薄型化,因而有助於顯示器自身的薄型化。The light source of the light-emitting element is preferably an organic electric field light-emitting element having an organic layer between the anode and the cathode and emitting light by electric energy. If the light source is the organic electric field light-emitting element, a plurality of light sources can be arranged with high precision, and high-resolution display can be realized. In addition, since the organic electric field light-emitting element can be reduced in thickness, it contributes to the reduction in thickness of the display itself.

更具體而言,有機電場發光元件具有陽極與陰極、及介於該些陽極與陰極之間的有機層。該有機層至少具有發光層與電子傳輸層。有機電場發光元件較佳為該有機層、特別是發光層藉由電能來進行發光的光源。More specifically, the organic electric field light-emitting element includes an anode and a cathode, and an organic layer interposed between the anode and the cathode. The organic layer includes at least a light emitting layer and an electron transporting layer. The organic electric field light emitting element is preferably a light source in which the organic layer, particularly the light emitting layer, emits light by electric energy.

作為所述有機層的積層構成,可列舉包含發光層及電子傳輸層的積層構成(發光層/電子傳輸層)作為一例。另外,作為所述有機層的積層構成,除僅包含發光層/電子傳輸層的構成外,可列舉以下所示的第一積層構成~第三積層構成等。作為第一積層構成,例如可列舉將電洞傳輸層、發光層、電子傳輸層積層的構成(電洞傳輸層/發光層/電子傳輸層)。作為第二積層構成,例如可列舉將電洞傳輸層、發光層、電子傳輸層、電子注入層積層的構成(電洞傳輸層/發光層/電子傳輸層/電子注入層)。作為第三積層構成,例如可列舉將電洞注入層、電洞傳輸層、發光層、電子傳輸層、電子注入層積層的構成(電洞注入層/電洞傳輸層/發光層/電子傳輸層/電子注入層)。另外,所述各層分別可為單一層、多層的任一種。另外,所述有機電場發光元件可為所述有機層上具有多個磷光發光層或螢光發光層的積層型,亦可為將螢光發光層與磷光發光層組合的發光元件。進而,所述有機層中可將分別顯示出彼此不同的發光色的多層發光層積層。As a laminated structure of the said organic layer, the laminated structure (light emitting layer / electron transport layer) which consists of a light emitting layer and an electron transport layer is mentioned as an example. In addition, as the laminated structure of the organic layer, in addition to a structure including only a light-emitting layer / electron transport layer, the first laminated structure to the third laminated structure shown below can be cited. Examples of the first laminated structure include a structure in which a hole transport layer, a light emitting layer, and an electron transport layer are laminated (hole transport layer / light emitting layer / electron transport layer). Examples of the second laminated structure include a structure in which a hole transport layer, a light emitting layer, an electron transport layer, and an electron injection layer are laminated (hole transport layer / light emitting layer / electron transport layer / electron injection layer). Examples of the third build-up layer structure include a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, and an electron injection layer (a hole injection layer, a hole transport layer, a light emitting layer, and an electron transport layer). / Electron injection layer). Each of the layers may be a single layer or a plurality of layers. In addition, the organic electric field light emitting element may be a laminated type having a plurality of phosphorescent light emitting layers or fluorescent light emitting layers on the organic layer, or a light emitting element combining a fluorescent light emitting layer and a phosphorescent light emitting layer. Furthermore, the organic layer may be a plurality of light-emitting laminated layers which respectively show different emission colors.

另外,所述有機電場發光元件亦可為經由中間層而積層多個所述有機層的積層構成的疊層(tandem)型。此種疊層型的有機電場發光元件的積層構成中,至少一層較佳為磷光發光層。所述中間層通常亦被稱為中間電極、中間導電層、電荷產生層、電子汲取層、連接層、中間絕緣層。作為此種中間層,可使用公知的材料構成。作為疊層型的有機電場發光元件的具體的積層構成例,例如可列舉如以下所示的第四積層構成及第五積層構成般,在陽極與陰極之間包含電荷產生層作為中間層的積層構成。作為第四積層構成,例如可列舉電洞傳輸層/發光層/電子傳輸層、電荷產生層、電洞傳輸層/發光層/電子傳輸層的積層構成(電洞傳輸層/發光層/電子傳輸層/電荷產生層/電洞傳輸層/發光層/電子傳輸層)。作為第五積層構成,例如可列舉電洞注入層/電洞傳輸層/發光層/電子傳輸層/電子注入層、電荷產生層、電洞注入層/電洞傳輸層/發光層/電子傳輸層/電子注入層的積層構成(電洞注入層/電洞傳輸層/發光層/電子傳輸層/電子注入層/電荷產生層/電洞注入層/電洞傳輸層/發光層/電子傳輸層/電子注入層)。作為構成所述中間層的材料,具體而言可較佳地使用吡啶衍生物、啡啉衍生物。In addition, the organic electric field light emitting element may be a tandem type in which a plurality of the organic layers are laminated via an intermediate layer. In the laminated structure of such a laminated organic electric field light emitting element, at least one layer is preferably a phosphorescent light emitting layer. The intermediate layer is also commonly referred to as an intermediate electrode, an intermediate conductive layer, a charge generation layer, an electron extraction layer, a connection layer, and an intermediate insulating layer. As such an intermediate layer, a known material can be used. As a specific example of the laminated constitution of the laminated organic electric field light-emitting element, for example, as shown in the fourth laminated constitution and the fifth laminated constitution shown below, a laminate including a charge generating layer between the anode and the cathode as an intermediate layer Make up. Examples of the fourth laminated structure include a laminated structure of a hole transport layer / light emitting layer / electron transport layer, a charge generation layer, a hole transport layer / light emitting layer / electron transport layer (hole transport layer / light emitting layer / electron transport) Layer / charge generation layer / hole transport layer / light emitting layer / electron transport layer). Examples of the fifth build-up layer include hole injection layer / hole transport layer / light-emitting layer / electron transport layer / electron injection layer, charge generation layer, hole injection layer / hole transport layer / light-emitting layer / electron transport layer / Electron injection layer stack structure (hole injection layer / hole transport layer / light emitting layer / electron transport layer / electron injection layer / charge generation layer / hole injection layer / hole transport layer / light emitting layer / electron transport layer / Electron injection layer). As a material constituting the intermediate layer, specifically, a pyridine derivative or a phenanthroline derivative can be preferably used.

另外,所述發光元件的光源較佳為頂部發光型的有機電場發光元件。於該光源為頂部發光型的有機電場發光元件的情況下,例如可列舉將陽極設為反射電極層與透明電極層的積層結構,改變反射電極層上的透明電極層的膜厚的方法。於陽極上適當積層有機層後,於陰極中使用例如製成薄膜的半透明的銀等來作為半透明電極,藉此而可於有機電場發光元件中導入微腔(microcavity)結構。若以該方式於有機電場發光元件中導入微腔結構,則與有機電場發光元件不具有微腔結構的情況相比,自有機層發出且經過陰極而射出的光的光譜更急劇,另外,對正面的射出強度大幅增大。於將其用於顯示器的情況下,有助於色域提升及亮度提升。The light source of the light-emitting element is preferably a top-emission type organic electric field light-emitting element. In the case where the light source is a top emission type organic electric field light emitting element, for example, a method in which the anode is a laminated structure of a reflective electrode layer and a transparent electrode layer, and a method of changing the film thickness of the transparent electrode layer on the reflective electrode layer may be mentioned. After the organic layer is appropriately laminated on the anode, for example, a translucent silver made of a thin film is used as a translucent electrode in the cathode, thereby introducing a microcavity structure into an organic electric field light emitting device. If a microcavity structure is introduced into an organic electric field light-emitting element in this way, the spectrum of light emitted from the organic layer and emitted through the cathode is sharper than when the organic electric field light-emitting element does not have a microcavity structure. The front injection intensity is greatly increased. When it is used in a display, it helps to improve the color gamut and brightness.

<發光層>
於本發明的光源為具有所述有機層者的情況下,所述有機層較佳為如上所述般具有發光層,且於該發光層中具有主體材料及摻雜材料。本發明中,發光層可為單一層、多層的任一種,於任一情況下均由發光材料(主體材料、摻雜材料)所形成。構成發光層的材料可為主體材料與摻雜材料的混合物,亦可為僅包含主體材料者。另外,主體材料及摻雜材料分別可為一種,亦可為多種的組合。摻雜材料可包含於主體材料整體中,亦可局部地包含於主體材料中。摻雜材料於主體材料內可積層,亦可分散。主體材料與摻雜材料混合而成的發光層可藉由主體材料與摻雜材料的共蒸鍍法、或將主體材料與摻雜材料預先混合後進行蒸鍍的方法來形成。
<Light emitting layer>
In the case where the light source of the present invention has the organic layer, the organic layer preferably has a light emitting layer as described above, and has a host material and a doping material in the light emitting layer. In the present invention, the light emitting layer may be a single layer or a plurality of layers, and in any case, the light emitting layer is formed of a light emitting material (a host material, a doping material). The material constituting the light-emitting layer may be a mixture of a host material and a doping material, or may include only a host material. In addition, the host material and the doping material may be one kind, or a combination of a plurality of kinds. The doping material may be included in the entire host material, or may be partially included in the host material. The dopant material can be laminated or dispersed in the host material. The light-emitting layer in which the host material and the dopant material are mixed can be formed by a co-evaporation method of the host material and the dopant material, or a method in which the host material and the dopant material are mixed in advance and evaporated.

作為發光層的發光材料,具體而言可使用:先前以來作為發光體而已知的蒽或芘等縮合環衍生物、以三(8-羥基喹啉)鋁為代表的金屬螯合化8-羥基喹啉酮(oxinoid)化合物、雙苯乙烯基蒽衍生物或二苯乙烯基苯衍生物等雙苯乙烯基衍生物、二苯并呋喃衍生物、咔唑衍生物、吲哚并咔唑衍生物等。但是,該發光材料並不特別限定於該些化合物。As the light-emitting material of the light-emitting layer, specifically, a condensed ring derivative such as anthracene or fluorene, which has been known as a light-emitting body, and a metal chelated 8-hydroxy group represented by tris (8-quinolinolato) aluminum can be used. Oxinoid compounds, bisstyryl derivatives such as bisstyrylanthracene derivatives or distyrylbenzene derivatives, dibenzofuran derivatives, carbazole derivatives, indolocarbazole derivatives Wait. However, the light-emitting material is not particularly limited to these compounds.

主體材料並無特別限定,可列舉:萘、蒽、菲、芘、䓛、稠四苯、聯三伸苯(triphenylene)、苝、熒蒽(fluoranthene)、芴、茚等具有縮合芳基環的化合物或其衍生物等。該些中,主體材料尤佳為蒽衍生物或稠四苯衍生物。The host material is not particularly limited, and examples include naphthalene, anthracene, phenanthrene, fluorene, fluorene, fused tetraphenyl, triphenylene, fluorene, fluoranthene, fluorene, and indene. Compound or derivative thereof. Among these, the host material is particularly preferably an anthracene derivative or a thick tetraphenyl derivative.

主體材料尤其較佳為含有蒽系主體材料。若主體材料含有蒽系主體材料,則能夠實現高色純度及高效率發光,有助於降低顯示器的電力消耗。The host material is particularly preferably an anthracene-based host material. When the host material contains an anthracene-based host material, high color purity and high-efficiency light emission can be achieved, which contributes to reducing power consumption of the display.

摻雜材料並無特別限定,可列舉:萘、蒽、菲、芘、䓛、聯三伸苯、苝、熒蒽、芴、茚等具有縮合芳基環的化合物或其衍生物(例如2-(苯并噻唑-2-基)-9,10-二苯基蒽或5,6,11,12-四苯基稠四苯等);4,4'-雙(2-(4-二苯胺基苯基)乙烯基)聯苯、4,4'-雙(N-(二苯乙烯-4-基)-N-苯基胺基)二苯乙烯等胺基苯乙烯基衍生物;吡咯亞甲基衍生物;以N,N'-二苯基-N,N'-二(3-甲基苯基)-4,4'-二苯基-1,1'-二胺為代表的芳香族胺衍生物等。The doping material is not particularly limited, and examples thereof include compounds having a condensed aryl ring such as naphthalene, anthracene, phenanthrene, fluorene, fluorene, terphenylene, fluorene, fluoranthene, fluorene, indene, and the like (such as 2- (Benzothiazol-2-yl) -9,10-diphenylanthracene or 5,6,11,12-tetraphenyl fused tetraphenyl, etc.); 4,4'-bis (2- (4-diphenylamine) Phenyl) vinyl) biphenyl, 4,4'-bis (N- (stilbene-4-yl) -N-phenylamino) stilbene and other aminostyryl derivatives; pyrrole Methyl derivative; aromatics typified by N, N'-diphenyl-N, N'-bis (3-methylphenyl) -4,4'-diphenyl-1,1'-diamine Group amine derivatives and the like.

摻雜材料尤其較佳為含有選自硼錯合物系摻雜材料、芘系摻雜材料、䓛系摻雜材料、苯并熒蒽系摻雜材料及胺系摻雜材料中的至少一種材料。硼錯合物系摻雜材料、芘系摻雜材料、䓛系摻雜材料、苯并熒蒽系摻雜材料及胺系摻雜材料顯示出非常銳利的發光,因此色純度提高。另外,若摻雜材料為胺系摻雜材料,則亮度提升,因而較佳。另一方面,若摻雜材料為硼錯合物系摻雜材料,則色域提升,因而較佳。硼錯合物系摻雜材料中的喹啉硼錯合物系摻雜材料顯示出尤其強烈的發光,故較佳。The dopant material is particularly preferably at least one material selected from the group consisting of a boron complex dopant material, a erbium dopant material, a erbium dopant material, a benzofluoranthene dopant material, and an amine dopant material. . The boron complex-based doping material, the erbium-based doping material, the erbium-based doping material, the benzofluoranthene-based doping material, and the amine-based doping material exhibit very sharp light emission, and thus the color purity is improved. In addition, if the doping material is an amine-based doping material, brightness is improved, which is preferable. On the other hand, if the doping material is a boron complex-based doping material, the color gamut is improved, which is preferable. The quinoline-boron complex dopant material in the boron complex-based dopant material is particularly preferable because it exhibits particularly strong light emission.

另外,本發明的發光層中亦可包含磷光發光材料。所謂磷光發光材料,為於室溫下亦顯示出磷光發光的材料。於使用磷光發光材料來作為摻雜材料的情況下,基本而言需要於室溫下亦可獲得磷光發光。只要可獲得該磷光發光,則作為摻雜材料的磷光發光材料並無特別限定。例如,作為該磷光發光材料,較佳為包含選自由銥(Ir)、釕(Ru)、銠(Rh)、鈀(Pd)、鉑(Pt)、鋨(Os)、及錸(Re)所組成的群組中的至少一種金屬的有機金屬錯合物化合物。其中,就於室溫下亦具有高的磷光發光產率的觀點而言,更佳為具有銥或鉑的有機金屬錯合物。作為與磷光發光性的摻雜材料組合使用的主體材料,可適宜地使用:吲哚衍生物、咔唑衍生物、吲哚并咔唑衍生物;具有吡啶、嘧啶、三嗪骨架的含氮芳香族化合物衍生物;聚芳基苯衍生物、螺芴衍生物、三聚茚(truxene)衍生物、聯三伸苯衍生物等芳香族烴化合物衍生物;二苯并呋喃衍生物、二苯并噻吩衍生物等含有硫屬元素的化合物;羥基喹啉鈹錯合物等有機金屬錯合物等。但是,該主體材料只要為三重態能量大於通常所使用的摻雜材料,且自各傳輸層順暢地注入電子、電洞並加以傳輸者,則並不限定於該些化合物。另外,該主體材料中可含有兩種以上的三重態發光摻雜材料,亦可含有兩種以上的主體材料。進而,該主體材料中亦可含有一種以上的三重態發光摻雜材料與一種以上的螢光發光摻雜材料。The light-emitting layer of the present invention may contain a phosphorescent light-emitting material. The phosphorescent light-emitting material is a material that exhibits phosphorescent light emission even at room temperature. In the case where a phosphorescent light-emitting material is used as a doping material, it is basically necessary to obtain phosphorescent light emission at room temperature. As long as the phosphorescent light emission is obtained, the phosphorescent light emitting material as a doping material is not particularly limited. For example, the phosphorescent light-emitting material preferably contains a material selected from the group consisting of iridium (Ir), ruthenium (Ru), rhodium (Rh), palladium (Pd), platinum (Pt), osmium (Os), and osmium (Re). An organometallic complex compound of at least one metal in the composed group. Among these, an organic metal complex having iridium or platinum is more preferred from the viewpoint of having a high phosphorescence luminescence yield even at room temperature. As a host material used in combination with a phosphorescent dopant, an indole derivative, a carbazole derivative, an indolocarbazole derivative, or a nitrogen-containing aromatic compound having a pyridine, pyrimidine, and triazine skeleton can be suitably used. Family compound derivatives; aromatic hydrocarbon compound derivatives such as polyarylbenzene derivatives, spirofluorene derivatives, trexene derivatives, and bitriphenylene derivatives; dibenzofuran derivatives, dibenzo Chalcogen-containing compounds such as thiophene derivatives; organometallic complexes such as hydroxyquinoline beryllium complexes and the like. However, the host material is not limited to these compounds as long as the triplet energy is larger than the commonly used dopant materials, and electrons and holes are injected and transported smoothly from each transport layer. In addition, the host material may contain two or more kinds of triplet light-emitting doping materials, and may also contain two or more kinds of host materials. Furthermore, the host material may contain one or more triplet light-emitting doping materials and one or more fluorescent light-emitting doping materials.

另外,本發明的光源的有機層較佳為於其發光層中含有熱活化延遲螢光材料。熱活化延遲螢光材料通常亦被稱為TADF(Thermally Activated Delayed Fluorescence)材料,且為藉由減小單重態激發狀態的能階與三重態激發狀態的能階之能隙,而促進自三重態激發狀態向單重態激發狀態的反向系間穿越,提高單重態激子生成概率的材料。若所述有機層中的發光層含有熱活化延遲螢光材料,則能夠實現效率更高的發光,有助於降低顯示器的電力消耗。熱活化延遲螢光材料可為藉由單一的材料來顯示出熱活化延遲螢光的材料,亦可為藉由多種材料來顯示出熱活化延遲螢光的材料。發光層中所使用的熱活化延遲螢光材料可為單一材料,亦可為多種材料,可使用公知的材料。具體而言,作為熱活化延遲螢光材料,例如可列舉:苄腈衍生物、三嗪衍生物、二亞碸衍生物、咔唑衍生物、吲哚并咔唑衍生物、二氫啡嗪衍生物、噻唑衍生物、噁二唑衍生物等。In addition, the organic layer of the light source of the present invention preferably contains a thermally activated delayed fluorescent material in the light emitting layer. Thermally activated delayed fluorescent materials are also commonly referred to as TADF (Thermally Activated Delayed Fluorescence) materials, and promote the self triplet state by reducing the energy gap between the singlet excited state and the triplet excited state. A material that reverses the intersystem crossing from the excited state to the singlet excited state to increase the singlet exciton generation probability. If the light-emitting layer in the organic layer contains a heat-activated delayed fluorescent material, more efficient light emission can be achieved, which helps reduce the power consumption of the display. The thermally activated delayed fluorescent material may be a material that displays thermally activated delayed fluorescence by a single material, or may be a material that displays thermally activated delayed fluorescence by a plurality of materials. The thermally activated delayed fluorescent material used in the light-emitting layer may be a single material or a plurality of materials, and known materials may be used. Specifically, examples of the thermally activated delayed fluorescent material include a benzonitrile derivative, a triazine derivative, a dioxine derivative, a carbazole derivative, an indolocarbazole derivative, and a dihydromorphazine derivative. Compounds, thiazole derivatives, oxadiazole derivatives, and the like.

<凹部>
本發明中,色轉換部(例如圖1、圖2所示的色轉換基板16、色轉換基板26)中所使用的凹部是指藉由呈與多個光源對應的圖案狀地配置隔離壁而劃分出的區域。圖1中,由在基板110上呈圖案狀地配置的隔離壁19所劃分出的區域相當於凹部。圖2中,由在基板210上呈圖案狀地配置的隔離壁29所劃分出的區域相當於凹部。作為隔離壁的材料,感光性、非感光性的任一種材料均可使用。具體而言,作為隔離壁的材料,可較佳地使用環氧樹脂、丙烯酸樹脂、矽氧烷聚合物系樹脂、聚醯亞胺樹脂等。
< Concave part >
In the present invention, the recess used in the color conversion section (for example, the color conversion substrate 16 and the color conversion substrate 26 shown in FIG. 1 and FIG. 2) means that the partition wall is arranged in a pattern corresponding to a plurality of light sources. Divided area. In FIG. 1, a region divided by the partition wall 19 arranged in a pattern on the substrate 110 corresponds to a recessed portion. In FIG. 2, a region divided by the partition wall 29 arranged in a pattern on the substrate 210 corresponds to a recessed portion. As the material of the partition wall, any of photosensitive and non-photosensitive materials can be used. Specifically, as a material of the partition wall, epoxy resin, acrylic resin, siloxane polymer resin, polyimide resin, or the like can be preferably used.

於所述隔離壁的形成中,利用如旋塗、浸塗、輥塗、凹版塗佈、分配器等般的濕式塗佈法形成規定的薄膜,進而利用包含抗蝕劑塗佈、預烘烤、曝光、顯影、後烘烤、蝕刻、抗蝕劑去除等的光微影法,藉此亦可製作所述隔離壁的圖案。另外,於使用如LiF、MgF2 等般的固體物質來形成隔離壁的情況下,利用真空蒸鍍、濺鍍等乾式製程形成膜後,進而藉由如上所述的光微影法或蝕刻等乾式製程,亦可形成所述隔離壁的規定的圖案。In the formation of the partition wall, a predetermined thin film is formed by a wet coating method such as spin coating, dip coating, roll coating, gravure coating, dispenser, and the like, and further, resist coating and prebaking are used. Photolithography methods such as baking, exposure, development, post-baking, etching, and resist removal can also be used to make the pattern of the partition wall. In addition, in the case where a partition wall is formed using a solid substance such as LiF, MgF 2 or the like, a film is formed by a dry process such as vacuum evaporation or sputtering, and then the photolithography method or etching described above is used. The dry process may also form a predetermined pattern of the partition wall.

所述隔離壁的膜厚較佳為較色轉換部的凹部中所形成的色轉換層的膜厚更大,例如較佳為0.5 μm以上且50 μm以下的範圍內。另外,所述隔離壁的圖案只要為對於防止形成於鄰接的各凹部的各轉換層間的發光的混色而言寬度充分者即可。例如,所述隔離壁的圖案較佳為以1 μm以上且20 μm以下的寬度形成,進而佳為以5 μm以上且15 μm以下的寬度形成。The film thickness of the partition wall is preferably larger than the film thickness of the color conversion layer formed in the recessed portion of the color conversion portion, and is preferably in a range of 0.5 μm or more and 50 μm or less, for example. In addition, the pattern of the partition wall may be any one that has a sufficient width for preventing color mixing of light emission between the conversion layers formed in adjacent recessed portions. For example, the pattern of the partition wall is preferably formed in a width of 1 μm or more and 20 μm or less, and more preferably in a width of 5 μm or more and 15 μm or less.

<色轉換部>
本發明的發光元件的色轉換部是構成該發光元件的各構成部中包括凹部的構成部,所述凹部形成後述發出綠色光的色轉換層或發出紅色光的色轉換層。例如圖1中,色轉換基板16相當於色轉換部。圖2中,色轉換基板26相當於色轉換部。此種色轉換部較佳為於多個凹部內形成有色轉換層的色轉部。藉由於多個凹部內形成有色轉換層,而可防止鄰接的各色轉換層間的發光的混色,結果能夠實現高解析度的顯示。
<Color conversion section>
The color conversion part of the light emitting element of the present invention is a constituent part including a recessed part among the constituent parts constituting the light emitting element, and the recessed part forms a color conversion layer that emits green light or a color conversion layer that emits red light as described later. For example, in FIG. 1, the color conversion substrate 16 corresponds to a color conversion section. In FIG. 2, the color conversion substrate 26 corresponds to a color conversion section. Such a color conversion portion is preferably a color conversion portion in which a color conversion layer is formed in a plurality of concave portions. Since the color conversion layers are formed in the plurality of recesses, it is possible to prevent light emission from being mixed between adjacent color conversion layers, and as a result, high-resolution display can be realized.

進而,於本發明中,色轉換部的凹部中所形成的色轉換層較佳為包含發出彼此不同的波長區域的出射光的兩種以上的色轉換層。藉由色轉換層包含至少兩種色轉換層,而能夠控制不同顏色的發光,能夠實現顯示器的多色化。另外,例如於兩種色轉換層分別發出綠色光及紅色光且光源使用藍色光源的情況下,能夠實現顯示器的全色化。Furthermore, in the present invention, it is preferable that the color conversion layer formed in the recessed portion of the color conversion portion includes two or more color conversion layers that emit light emitted from different wavelength regions. Since the color conversion layer includes at least two color conversion layers, the light emission of different colors can be controlled, and the display can be multicolored. In addition, for example, in a case where the two color conversion layers emit green light and red light, respectively, and a blue light source is used as the light source, the full color of the display can be achieved.

<不形成色轉換層的凹部>
本發明的發光元件更佳為於色轉換層的凹部的一部分未形成有色轉換層。藉由於色轉換部設置具有色轉換層的凹部、及未形成有色轉換層的凹部,例如未形成有色轉換層的凹部可透射光源的藍色光,且可有效利用藍色光,因而有助於顯示器的高效率化。
<Concave portion where no color conversion layer is formed>
In the light-emitting element of the present invention, it is more preferable that the color conversion layer is not formed in a part of the recessed portion of the color conversion layer. Since the color conversion portion is provided with a recessed portion having a color conversion layer and a recessed portion without a colored conversion layer, for example, the recessed portion without a colored conversion layer can transmit blue light of a light source and can effectively utilize blue light, thereby contributing to the display High efficiency.

另外,色轉換部的凹部整體中,作為具有色轉換層的凹部且由所述隔離壁所劃分的區域(以下適當稱為具有色轉換層的凹部區域)較佳為設置於多個光源各自的正上方。藉由將具有色轉換層的凹部區域設置於多個光源各自的正上方,而可獨立地控制藍、綠、紅三色的發光,因而能夠實現顯示器的高解析度化。具有色轉換層的各凹部區域較佳為配置於色轉換部的同一面上,且分別設置於多個光源的正上方。In addition, in the entire concave portion of the color conversion portion, it is preferable that a region (hereinafter referred to as a concave portion region having a color conversion layer) divided by the partition wall as the concave portion having the color conversion layer is provided in each of the plurality of light sources. Directly above. By setting the recessed region having the color conversion layer directly above each of the plurality of light sources, light emission of three colors of blue, green, and red can be controlled independently, so that a high-resolution display can be realized. Each of the recessed regions having the color conversion layer is preferably disposed on the same surface of the color conversion portion, and is disposed directly above a plurality of light sources, respectively.

<色轉換層>
本發明的色轉換層是具有以下功能的層,即,對來自光源的入射光的至少一部分進行色轉換(波長轉換)而發出與所述入射光不同的波長區域的出射光。本發明的發光元件中所使用的色轉換層包含吡咯亞甲基衍生物。吡咯亞甲基衍生物是螢光量子產率及色純度均高的螢光體。因此,當將包括含吡咯亞甲基衍生物的色轉換層(色轉換部)的發光元件用於顯示器時,能夠實現該顯示器的高效率化及高色域化。
<Color conversion layer>
The color conversion layer of the present invention is a layer having a function of performing color conversion (wavelength conversion) on at least a part of incident light from a light source to emit light in a wavelength region different from the incident light. The color conversion layer used in the light-emitting device of the present invention contains a pyrrolemethylene derivative. Pyrromethene derivatives are phosphors with high fluorescence quantum yield and high color purity. Therefore, when a light-emitting element including a color conversion layer (color conversion section) containing a pyrrole methylene derivative is used for a display, it is possible to achieve high efficiency and high color gamut of the display.

所述色轉換層中所含的吡咯亞甲基衍生物較佳為由下述通式(1)所表示的化合物。The pyrrole methylene derivative contained in the color conversion layer is preferably a compound represented by the following general formula (1).

[化3]
[Chemical 3]

於通式(1)中,X為C-R7 或N。R1 ~R9 分別可相同亦可不同,且選自氫、烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基、以及與鄰接取代基之間所形成的縮合環及脂肪族環中。In the general formula (1), X is CR 7 or N. R 1 to R 9 may be the same or different, and are selected from hydrogen, alkyl, cycloalkyl, heterocyclyl, alkenyl, cycloalkenyl, alkynyl, hydroxyl, thiol, alkoxy, and alkylthio Aryl, aryl ether, aryl sulfide, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester, carbamate, amine, nitro, silane, silicon Oxyalkyl, oxyboryl, sulfo, phosphine oxide, and condensed rings and aliphatic rings formed with adjacent substituents.

於所述所有基中,氫亦可為氘。該情況於以下所說明的化合物或其部分結構中亦相同。另外,於以下說明中,例如所謂碳數6~40的經取代或未經取代的芳基,是指亦包括在芳基中進行了取代的取代基所含的碳數而所有碳數為6~40的芳基。對碳數進行了規定的其他取代基亦與此相同。Of all the radicals, hydrogen may also be deuterium. This also applies to the compounds or partial structures described below. In addition, in the following description, for example, a substituted or unsubstituted aryl group having 6 to 40 carbon atoms means the number of carbon atoms contained in a substituted group substituted in the aryl group, and all carbon numbers are 6 ~ 40 aryl. The same applies to other substituents having a specified carbon number.

另外,於所述所有基中,作為經取代的情況下的取代基,較佳為烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基,進而較佳為於各取代基的說明中視為較佳的具體取代基。另外,該些取代基可進一步由所述取代基取代。In addition, among the above-mentioned all groups, as a substituent when substituted, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, and an alkane group are preferred. Oxy, alkylthio, arylether, arylthioether, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester, carbamoyl, amine, nitro , Silyl group, silyloxy group, oxyboryl group, sulfo group, and phosphine oxide group, and more preferably a specific substituent group which is considered to be better in the description of each substituent group. These substituents may be further substituted with the substituents.

「經取代或未經取代的」這一情況下的「未經取代」是指氫原子或氘原子進行了取代。於以下所說明的化合物或其部分結構中,關於「經取代或未經取代的」的情況,亦與所述相同。"Unsubstituted" in the case of "substituted or unsubstituted" means that a hydrogen atom or a deuterium atom has been substituted. In the compounds described below or their partial structures, the case of "substituted or unsubstituted" is the same as described above.

於所述所有基中,所謂烷基,例如表示甲基、乙基、正丙基、異丙基、正丁基、第二丁基、第三丁基等飽和脂肪族烴基,其可具有取代基,亦可不具有取代基。經取代的情況下的追加的取代基並無特別限制,例如可列舉:烷基、鹵素、芳基、雜芳基等,關於該方面,於以下的記載中亦相通。另外,烷基的碳數並無特別限定,就獲取的容易性或成本的方面而言,較佳為1以上且20以下的範圍,更佳為1以上且8以下的範圍。Among all the groups, the alkyl group means a saturated aliphatic hydrocarbon group such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a second butyl group, or a third butyl group, which may have a substituent. May or may not have a substituent. The additional substituent in the case of substitution is not particularly limited, and examples thereof include an alkyl group, a halogen group, an aryl group, a heteroaryl group, and the like. This point is also common to the following description. In addition, the number of carbon atoms of the alkyl group is not particularly limited, and in terms of ease of acquisition and cost, it is preferably in a range of 1 or more and 20 or less, and more preferably in a range of 1 or more and 8 or less.

所謂環烷基,例如表示環丙基、環己基、降冰片基、金剛烷基等飽和脂環式烴基,其可具有取代基,亦可不具有取代基。烷基部分的碳數並無特別限定,較佳為3以上且20以下的範圍。The so-called cycloalkyl group means a saturated alicyclic hydrocarbon group such as cyclopropyl, cyclohexyl, norbornyl, adamantyl, and the like, which may or may not have a substituent. The number of carbon atoms in the alkyl portion is not particularly limited, but is preferably in a range of 3 or more and 20 or less.

所謂雜環基,例如表示吡喃環、哌啶環、環狀醯胺等在環內具有碳以外的原子的脂肪族環,其可具有取代基,亦可不具有取代基。雜環基的碳數並無特別限定,較佳為2以上且20以下的範圍。The heterocyclic group means, for example, an aliphatic ring having an atom other than carbon in the ring, such as a pyran ring, a piperidine ring, and a cyclic amidine. The heterocyclic group may or may not have a substituent. The number of carbon atoms of the heterocyclic group is not particularly limited, but is preferably in a range of 2 or more and 20 or less.

所謂烯基,例如表示乙烯基、烯丙基、丁二烯基等含有雙鍵的不飽和脂肪族烴基,其可具有取代基,亦可不具有取代基。烯基的碳數並無特別限定,較佳為2以上且20以下的範圍。The alkenyl group means, for example, an unsaturated aliphatic hydrocarbon group containing a double bond such as a vinyl group, an allyl group, and a butadienyl group, and it may or may not have a substituent. The number of carbon atoms of the alkenyl group is not particularly limited, but is preferably in a range of 2 or more and 20 or less.

所謂環烯基,例如表示環戊烯基、環戊二烯基、環己烯基等含有雙鍵的不飽和脂環式烴基,其可具有取代基,亦可不具有取代基。The term "cycloalkenyl" refers to, for example, an unsaturated alicyclic hydrocarbon group containing a double bond, such as a cyclopentenyl group, a cyclopentadienyl group, and a cyclohexenyl group, which may or may not have a substituent.

所謂炔基,例如表示乙炔基等含有三鍵的不飽和脂肪族烴基,其可具有取代基,亦可不具有取代基。炔基的碳數並無特別限定,較佳為2以上且20以下的範圍。The alkynyl group means, for example, an unsaturated aliphatic hydrocarbon group containing a triple bond such as an ethynyl group, and it may or may not have a substituent. The number of carbon atoms of the alkynyl group is not particularly limited, but is preferably in a range of 2 or more and 20 or less.

所謂烷氧基,例如表示甲氧基、乙氧基、丙氧基等經由醚鍵而鍵結有脂肪族烴基的官能基,該脂肪族烴基可具有取代基,亦可不具有取代基。烷氧基的碳數並無特別限定,較佳為1以上且20以下的範圍。The alkoxy group means, for example, a functional group such as a methoxy group, an ethoxy group, or a propoxy group which is bonded to an aliphatic hydrocarbon group via an ether bond, and the aliphatic hydrocarbon group may or may not have a substituent. The number of carbon atoms of the alkoxy group is not particularly limited, but is preferably in the range of 1 or more and 20 or less.

所謂烷硫基,是指烷氧基的醚鍵的氧原子被取代為硫原子者。烷硫基的烴基可具有取代基,亦可不具有取代基。烷硫基的碳數並無特別限定,較佳為1以上且20以下的範圍。The alkylthio group refers to a group in which an oxygen atom of an ether bond of an alkoxy group is substituted with a sulfur atom. The alkylthio group may or may not have a substituent. The number of carbons in the alkylthio group is not particularly limited, but is preferably in the range of 1 or more and 20 or less.

所謂芳基醚基,例如表示苯氧基等鍵結有介隔了醚鍵的芳香族烴基的官能基,芳香族烴基可具有取代基,亦可不具有取代基。芳基醚基的碳數並無特別限定,較佳為6以上且40以下的範圍。The aryl ether group means, for example, a functional group having an aromatic hydrocarbon group having an ether bond interposed therebetween, such as a phenoxy group. The aromatic hydrocarbon group may or may not have a substituent. The number of carbon atoms of the aryl ether group is not particularly limited, but is preferably in the range of 6 or more and 40 or less.

所謂芳基硫醚基,是指芳基醚基的醚鍵的氧原子被取代為硫原子者。芳基硫醚基中的芳香族烴基可具有取代基,亦可不具有取代基。芳基硫醚基的碳數並無特別限定,較佳為6以上且40以下的範圍。The aryl sulfide group refers to a group in which an oxygen atom of an ether bond of an aryl ether group is substituted with a sulfur atom. The aromatic hydrocarbon group in the aryl sulfide group may or may not have a substituent. The carbon number of the aryl sulfide group is not particularly limited, but is preferably in the range of 6 or more and 40 or less.

所謂芳基,例如表示苯基、聯苯基、三聯苯基、萘基、芴基、苯并芴基、二苯并芴基、菲基、蒽基、苯并菲基、苯并蒽基、䓛基、芘基、丙[二]烯合芴基(fluoranthenyl group)、三亞苯基(triphenylenyl group)、苯并丙[二]烯合芴基、二苯并蒽基、苝基、螺旋烴基(helicenyl group)等芳香族烴基。其中,較佳為苯基、聯苯基、三聯苯基、萘基、芴基、菲基、蒽基、芘基、丙[二]烯合芴基、三亞苯基。芳基可具有取代基,亦可不具有取代基。芳基的碳數並無特別限定,較佳為6以上且40以下,更佳為6以上且30以下的範圍。The aryl group means, for example, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, benzophenanthryl, benzoanthryl, Fluorenyl, fluorenyl, fluoranthenyl group (triantenyl group), triphenylenyl group (triphenylenyl group), benzopropyl [di] enylfluorenyl group, dibenzoanthryl group, fluorenyl group, helical hydrocarbon group ( helicenyl group) and other aromatic hydrocarbon groups. Among them, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluorenyl, propyl [di] enylfluorenyl, and triphenylene are preferred. The aryl group may or may not have a substituent. The number of carbon atoms of the aryl group is not particularly limited, but is preferably in a range of 6 or more and 40 or less, and more preferably in a range of 6 or more and 30 or less.

於R1 ~R9 為經取代或未經取代的芳基的情況下,作為芳基,較佳為苯基、聯苯基、三聯苯基、萘基、芴基、菲基、蒽基,更佳為苯基、聯苯基、三聯苯基、萘基。進而佳為苯基、聯苯基、三聯苯基,尤佳為苯基。In the case where R 1 to R 9 are substituted or unsubstituted aryl groups, the aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, More preferred are phenyl, biphenyl, terphenyl, and naphthyl. Further preferred are phenyl, biphenyl and terphenyl, and particularly preferred is phenyl.

於各取代基由芳基進一步取代的情況下,作為芳基,較佳為苯基、聯苯基、三聯苯基、萘基、芴基、菲基、蒽基,更佳為苯基、聯苯基、三聯苯基、萘基。尤佳為苯基。In the case where each substituent is further substituted with an aryl group, the aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, and more preferably a phenyl group, a biphenyl group, and a biphenyl group. Phenyl, terphenyl, naphthyl. Especially preferred is phenyl.

所謂雜芳基,例如表示吡啶基、呋喃基、噻吩基、喹啉基、異喹啉基、吡嗪基、嘧啶基、噠嗪基、三嗪基、萘啶基、噌啉基、酞嗪基、喹噁啉基、喹唑啉基、苯并呋喃基、苯并噻吩基、吲哚基、二苯并呋喃基、二苯并噻吩基、咔唑基、苯并咔唑基、咔啉基(carbolinyl group)、吲哚并咔唑基、苯并呋喃并咔唑基、苯并噻吩并咔唑基、二氫茚并咔唑基、苯并喹啉基、吖啶基、二苯并吖啶基、苯并咪唑基、咪唑并吡啶基、苯并噁唑基、苯并噻唑基、啡啉基等在一個或多個環內具有碳以外的原子的環狀芳香族基。其中,所謂萘啶基,表示1,5-萘啶基、1,6-萘啶基、1,7-萘啶基、1,8-萘啶基、2,6-萘啶基、2,7-萘啶基的任一者。雜芳基可具有取代基,亦可不具有取代基。雜芳基的碳數並無特別限定,較佳為2以上且40以下,更佳為2以上且30以下的範圍。The so-called heteroaryl group means, for example, pyridyl, furyl, thienyl, quinolinyl, isoquinolinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, naphthyridinyl, fluorinyl, phthalazine Quinoxaline, quinazoline, benzofuranyl, benzothienyl, indolyl, dibenzofuranyl, dibenzothienyl, carbazolyl, benzocarbazolyl, carboline (Carbolinyl group), indolocarbazolyl, benzofurocarbazolyl, benzothienocarbazolyl, dihydroindencarbazolyl, benzoquinolyl, acridineyl, dibenzo Cyclic aromatic groups such as acridinyl, benzimidazolyl, imidazopyridyl, benzoxazolyl, benzothiazolyl, morpholinyl and the like having atoms other than carbon in one or more rings. Here, the "naphthyridinyl" means 1,5-naphthyridinyl, 1,6-naphthyridinyl, 1,7-naphthyridinyl, 1,8-naphthyridinyl, 2,6-naphthyridinyl, 2, Any of 7-naphthyridinyl. Heteroaryl may or may not have a substituent. The number of carbon atoms of the heteroaryl group is not particularly limited, but is preferably in a range of 2 or more and 40 or less, and more preferably in a range of 2 or more and 30 or less.

於R1 ~R9 為經取代或未經取代的雜芳基的情況下,作為雜芳基,較佳為吡啶基、呋喃基、噻吩基、喹啉基、嘧啶基、三嗪基、苯并呋喃基、苯并噻吩基、吲哚基、二苯并呋喃基、二苯并噻吩基、咔唑基、苯并咪唑基、咪唑并吡啶基、苯并噁唑基、苯并噻唑基、啡啉基,更佳為吡啶基、呋喃基、噻吩基、喹啉基。尤佳為吡啶基。In the case where R 1 to R 9 are substituted or unsubstituted heteroaryl groups, as the heteroaryl group, pyridyl, furyl, thienyl, quinolinyl, pyrimidinyl, triazinyl, benzene, etc. are preferred. Benzofuranyl, benzothienyl, indolyl, dibenzofuranyl, dibenzothienyl, carbazolyl, benzimidazolyl, imidazopyridyl, benzoxazolyl, benzothiazolyl, The morpholinyl group is more preferably a pyridyl group, a furyl group, a thienyl group, or a quinolinyl group. Especially preferred is pyridyl.

於各取代基由雜芳基進一步取代的情況下,作為雜芳基,較佳為吡啶基、呋喃基、噻吩基、喹啉基、嘧啶基、三嗪基、苯并呋喃基、苯并噻吩基、吲哚基、二苯并呋喃基、二苯并噻吩基、咔唑基、苯并咪唑基、咪唑并吡啶基、苯并噁唑基、苯并噻唑基、啡啉基,更佳為吡啶基、呋喃基、噻吩基、喹啉基。尤佳為吡啶基。In the case where each substituent is further substituted with a heteroaryl group, as the heteroaryl group, pyridyl, furyl, thienyl, quinolinyl, pyrimidinyl, triazinyl, benzofuranyl, and benzothiophene are preferred. Base, indolyl, dibenzofuranyl, dibenzothienyl, carbazolyl, benzimidazolyl, imidazopyridyl, benzoxazolyl, benzothiazolyl, morpholinyl, more preferably Pyridyl, furyl, thienyl, quinolinyl. Especially preferred is pyridyl.

所謂鹵素,表示選自氟、氯、溴及碘中的原子。另外,羰基、羧基、酯基、胺甲醯基可具有取代基,亦可不具有取代基。此處,作為取代基,例如可列舉烷基、環烷基、芳基、雜芳基等,該些取代基可進一步經取代。The halogen means an atom selected from fluorine, chlorine, bromine and iodine. Moreover, a carbonyl group, a carboxyl group, an ester group, and a carbamoyl group may or may not have a substituent. Here, examples of the substituent include an alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, and the like, and these substituents may be further substituted.

所謂胺基,是指經取代或未經取代的胺基。作為進行取代的情況下的取代基,例如可列舉:芳基、雜芳基、直鏈烷基、分支烷基等。作為芳基、雜芳基,較佳為苯基、萘基、吡啶基、喹啉基。該些取代基可進一步經取代。碳數並無特別限定,較佳為2以上且50以下,更佳為6以上且40以下,尤佳為6以上且30以下的範圍。The amine group refers to a substituted or unsubstituted amine group. Examples of the substituent in the case of substitution include an aryl group, a heteroaryl group, a linear alkyl group, and a branched alkyl group. As an aryl group and a heteroaryl group, a phenyl group, a naphthyl group, a pyridyl group, and a quinolinyl group are preferable. These substituents may be further substituted. The carbon number is not particularly limited, but is preferably 2 or more and 50 or less, more preferably 6 or more and 40 or less, and even more preferably 6 or more and 30 or less.

所謂矽烷基,例如表示三甲基矽烷基、三乙基矽烷基、第三丁基二甲基矽烷基、丙基二甲基矽烷基、乙烯基二甲基矽烷基等烷基矽烷基,或苯基二甲基矽烷基、第三丁基二苯基矽烷基、三苯基矽烷基、三萘基矽烷基等芳基矽烷基。矽上的取代基可進一步經取代。矽烷基的碳數並無特別限定,較佳為1以上且30以下的範圍。The term "silyl group" means an alkylsilyl group such as trimethylsilyl group, triethylsilyl group, third butyldimethylsilyl group, propyldimethylsilyl group, or vinyldimethylsilyl group, or Arylsilyl groups such as phenyldimethylsilyl, tert-butyldiphenylsilyl, triphenylsilyl, and trinaphthylsilyl. Substituents on silicon may be further substituted. The number of carbon atoms of the silane group is not particularly limited, but is preferably in the range of 1 or more and 30 or less.

所謂矽氧烷基,例如表示三甲基矽氧烷基等介隔有醚鍵的矽化合物基。矽上的取代基可進一步經取代。另外,所謂氧硼基,為經取代或未經取代的氧硼基。作為氧硼基的進行取代的情況下的取代基,例如可列舉芳基、雜芳基、直鏈烷基、分支烷基、芳基醚基、烷氧基、羥基等。其中,較佳為芳基、芳基醚基。另外,所謂磺基,為經取代或未經取代的磺基。作為磺基的進行取代的情況下的取代基,例如可列舉芳基、雜芳基、直鏈烷基、分支烷基、芳基醚基、烷氧基等。其中,較佳為直鏈烷基、芳基。另外,所謂氧化膦基,是指由-P(=O)R10 R11 所表示的基。R10 、R11 選自與R1 ~R9 相同的群組中。The term "siloxyalkyl group" refers to a silicon compound group having an ether bond interposed therebetween, such as trimethylsiloxyalkyl group. Substituents on silicon may be further substituted. The oxyboryl group is a substituted or unsubstituted oxyboryl group. Examples of the substituent when the oxyboryl group is substituted include an aryl group, a heteroaryl group, a linear alkyl group, a branched alkyl group, an aryl ether group, an alkoxy group, and a hydroxyl group. Among them, an aryl group and an aryl ether group are preferred. The sulfo group is a substituted or unsubstituted sulfo group. Examples of the substituent when the sulfo group is substituted include an aryl group, a heteroaryl group, a linear alkyl group, a branched alkyl group, an aryl ether group, and an alkoxy group. Among them, a linear alkyl group and an aryl group are preferred. The term "phosphine oxide group" refers to a group represented by -P (= O) R 10 R 11 . R 10 and R 11 are selected from the same group as R 1 to R 9 .

所謂與鄰接取代基之間所形成的縮合環及脂肪族環,是指任意兩個鄰接的取代基(例如通式(1)的R1 與R2 )相互鍵結而形成共軛或非共軛的環狀骨架。作為此種縮合環及脂肪族環的構成元素,除碳以外,亦可包含選自氮、氧、硫、磷及矽中的元素。另外,該些縮合環及脂肪族環可進而與其他環縮合。The condensed ring and aliphatic ring formed with adjacent substituents means that any two adjacent substituents (such as R 1 and R 2 of the general formula (1)) are bonded to each other to form a conjugate or non-common The yoke's ring skeleton. As a constituent element of such a condensed ring and an aliphatic ring, in addition to carbon, an element selected from nitrogen, oxygen, sulfur, phosphorus, and silicon may be included. These condensed rings and aliphatic rings may be further condensed with other rings.

由通式(1)所表示的化合物顯示出高發光量子產率,且發光光譜的半寬度小,因此可達成有效率的色轉換與高色純度兩者。進而,由通式(1)所表示的化合物可藉由將合適的取代基導入至合適的位置來調整發光效率、色純度、熱穩定性、光穩定性及分散性等各種特性或物性。例如,與R1 、R3 、R4 及R6 均為氫的情況相比,R1 、R3 、R4 及R6 中的至少一者為經取代或未經取代的烷基或者經取代或未經取代的芳基、經取代或未經取代的雜芳基的情況顯示出更良好的熱穩定性及光穩定性。於通式(1)中,該些R1 、R3 、R4 及R6 分別可相同亦可不同。The compound represented by the general formula (1) exhibits high luminescence quantum yield and a small half-width of the luminescence spectrum, so that both efficient color conversion and high color purity can be achieved. Furthermore, the compound represented by the general formula (1) can adjust various characteristics or physical properties such as luminous efficiency, color purity, thermal stability, light stability, and dispersibility by introducing appropriate substituents into appropriate positions. For example, compared to a case where R 1 , R 3 , R 4, and R 6 are all hydrogen, at least one of R 1 , R 3 , R 4, and R 6 is a substituted or unsubstituted alkyl group or The case of substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups shows better thermal stability and light stability. In the general formula (1), the R 1 , R 3 , R 4 and R 6 may be the same or different.

於R1 、R3 、R4 及R6 中的至少一者為經取代或未經取代的烷基的情況下,作為該烷基,較佳為甲基、乙基、正丙基、異丙基、正丁基、第二丁基、第三丁基、戊基、己基等碳數1~6的烷基。進而,作為該烷基,就熱穩定性優異的觀點而言,較佳為甲基、乙基、正丙基、異丙基、正丁基、第二丁基、第三丁基。另外,就防止濃度消光、提高發光量子產率的觀點而言,作為該烷基,更佳為立體地體積大的第三丁基。另外,就合成的容易度、原料獲取的容易度的觀點而言,作為該烷基,亦可較佳地使用甲基。In the case where at least one of R 1 , R 3 , R 4, and R 6 is a substituted or unsubstituted alkyl group, the alkyl group is preferably methyl, ethyl, n-propyl, iso Alkyl groups having 1 to 6 carbons such as propyl, n-butyl, second butyl, third butyl, pentyl, and hexyl. Furthermore, as this alkyl group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a second butyl group, and a third butyl group are preferred from the viewpoint of excellent thermal stability. From the standpoint of preventing extinction of the concentration and improving the luminescence quantum yield, the alkyl group is more preferably a tertiary bulky third butyl group. In addition, from the viewpoints of ease of synthesis and ease of obtaining raw materials, as the alkyl group, a methyl group can also be preferably used.

於R1 、R3 、R4 及R6 中的至少一者為經取代或未經取代的芳基的情況下,作為該芳基,較佳為苯基、聯苯基、三聯苯基、萘基,進而佳為苯基、聯苯基。作為該芳基,尤佳為苯基。In the case where at least one of R 1 , R 3 , R 4 and R 6 is a substituted or unsubstituted aryl group, as the aryl group, a phenyl group, a biphenyl group, a terphenyl group, Naphthyl is further preferably phenyl or biphenyl. The aryl group is particularly preferably a phenyl group.

於R1 、R3 、R4 及R6 中的至少一者為經取代或未經取代的雜芳基的情況下,作為該雜芳基,較佳為吡啶基、喹啉基、噻吩基,進而佳為吡啶基、喹啉基。作為該雜芳基,尤佳為吡啶基。In the case where at least one of R 1 , R 3 , R 4, and R 6 is a substituted or unsubstituted heteroaryl group, the heteroaryl group is preferably a pyridyl group, a quinolyl group, or a thienyl group And further preferably pyridyl and quinolinyl. The heteroaryl group is particularly preferably a pyridyl group.

於R1 、R3 、R4 及R6 均分別可相同亦可不同,且為經取代或未經取代的烷基的情況下,由通式(1)所表示的化合物於黏合劑樹脂或溶媒中的溶解性變良好,因此較佳。該情況下,作為烷基,就合成的容易度、原料獲取的容易度的觀點而言,較佳為甲基。In the case where R 1 , R 3 , R 4, and R 6 are all the same or different, and are substituted or unsubstituted alkyl groups, the compound represented by the general formula (1) in a binder resin or Since the solubility in a solvent becomes favorable, it is preferable. In this case, the alkyl group is preferably a methyl group in terms of ease of synthesis and ease of obtaining raw materials.

於R1 、R3 、R4 及R6 均分別可相同亦可不同,且為經取代或未經取代的芳基、或者經取代或未經取代的雜芳基的情況下,顯示出更良好的熱穩定性及光穩定性,因此較佳。該情況下,更佳為R1 、R3 、R4 及R6 均分別可相同亦可不同,且為經取代或未經取代的芳基。In the case where R 1 , R 3 , R 4, and R 6 are all the same or different, and are substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups, they show more Good thermal stability and light stability are preferred. In this case, it is more preferred that R 1 , R 3 , R 4, and R 6 may be the same or different, and are substituted or unsubstituted aryl groups.

雖亦存在使多個性質提高的取代基,但於所有性質中均顯示出充分的性能的取代基有限。尤其難以兼具高發光效率與高色純度。因此,可藉由對由通式(1)所表示的化合物導入多種取代基而獲得於發光特性或色純度等方面取得了平衡的化合物。Although there are substituents which improve a plurality of properties, there are limited substituents which exhibit sufficient properties in all properties. It is particularly difficult to have both high luminous efficiency and high color purity. Therefore, it is possible to obtain a compound having a balance in terms of light emission characteristics, color purity, and the like by introducing a plurality of substituents to the compound represented by the general formula (1).

尤其於R1 、R3 、R4 及R6 均分別可相同亦可不同,且為經取代或未經取代的芳基的情況下,例如較佳為如R1 ≠R4 、R3 ≠R6 、R1 ≠R3 或R4 ≠R6 等般導入多種取代基。此處,「≠」表示為不同結構的基。例如,R1 ≠R4 表示R1 與R4 為不同結構的基。藉由如上所述般導入多種取代基,可同時導入對色純度產生影響的芳基與對發光效率產生影響的芳基,因此可進行細微的調節。In particular, in the case where R 1 , R 3 , R 4, and R 6 are all the same or different, and are substituted or unsubstituted aryl groups, for example, R 1 ≠ R 4 , R 3 ≠ R 6 , R 1 ≠ R 3 or R 4 ≠ R 6 etc. Here, "≠" indicates a basis of a different structure. For example, R 1 ≠ R 4 means that R 1 and R 4 are radicals of different structures. By introducing a plurality of substituents as described above, an aryl group that affects color purity and an aryl group that affects luminous efficiency can be introduced at the same time, so fine adjustment can be performed.

其中,就平衡性良好地提高發光效率與色純度的觀點而言,較佳為R1 ≠R3 或R4 ≠R6 。該情況下,相對於由通式(1)所表示的化合物,可於兩側的吡咯環中分別導入一個以上的對色純度產生影響的芳基,且於除此以外的位置中導入對發光效率產生影響的芳基,因此,可最大限度地提高所述兩者的性質。另外,於R1 ≠R3 或R4 ≠R6 的情況下,就使耐熱性與色純度兩者均提高的觀點而言,更佳為R1 =R4 及R3 =R6Among them, R 1 ≠ R 3 or R 4 ≠ R 6 is preferable from the viewpoint of improving the luminous efficiency and color purity with good balance. In this case, with respect to the compound represented by the general formula (1), one or more aryl groups having an effect on color purity may be introduced into the pyrrole ring on both sides, and light emission may be introduced in other positions. The aryl group has an effect on the efficiency, and therefore, the properties of both can be maximized. When R 1 ≠ R 3 or R 4 ≠ R 6 , R 1 = R 4 and R 3 = R 6 are more preferable from the viewpoint of improving both heat resistance and color purity.

作為主要對色純度產生影響的芳基,較佳為經供電子性基取代的芳基。所謂供電子性基,於有機電子論中,是指藉由誘導效應或共振效應,對經取代的原子團提供電子的原子團。作為供電子性基,可列舉作為哈米特法則(hammett equation)的取代基常數(σp(對位))而取負值者。哈米特法則的取代基常數(σp(對位))可引用自化學便覽基礎篇修訂5版(II-380頁)。As the aryl group mainly affecting color purity, an aryl group substituted with an electron-donating group is preferred. The so-called electron-donating group refers to an atomic group that provides electrons to a substituted atomic group through an induction effect or a resonance effect in the theory of organic electronics. Examples of the electron donating group include those having a negative value as a substituent constant (σp (para-position)) of the Hammett equation. The substituent constants (σp (para-position)) of Hammett's Law can be quoted from the Revised 5th Edition of the Basic Handbook of Chemistry (II-380).

作為供電子性基的具體例,例如可列舉:烷基(甲基的σp:-0.17)或烷氧基(甲氧基的σp:-0.27)、胺基(-NH2 的σp:-0.66)等。尤其較佳為碳數1~8的烷基或碳數1~8的烷氧基,更佳為甲基、乙基、第三丁基、甲氧基。就分散性的觀點而言,尤佳為第三丁基、甲氧基,於將該些設為所述供電子性基的情況下,於由通式(1)所表示的化合物中,可防止由分子彼此的凝聚所引起的消光。取代基的取代位置並無特別限定,但為了提高由通式(1)所表示的化合物的光穩定性,需要抑制鍵的扭曲,因此較佳為相對於與吡咯亞甲基骨架的鍵結位置而鍵結於間位或對位。另一方面,作為主要對發光效率產生影響的芳基,較佳為具有第三丁基、金剛烷基、甲氧基等大體積取代基的芳基。Specific examples of the electron-donating group include an alkyl group (σp of a methyl group: -0.17), an alkoxy group (σp of a methoxy group: -0.27), and an amine group (σp of -NH 2 : -0.66). )Wait. Especially preferred is an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and more preferred are a methyl group, an ethyl group, a third butyl group, and a methoxy group. From the viewpoint of dispersibility, a third butyl group and a methoxy group are particularly preferred. When these are used as the electron-donating group, the compound represented by the general formula (1) may be Prevents matting caused by agglomeration of molecules. The substitution position of the substituent is not particularly limited, but in order to improve the photostability of the compound represented by the general formula (1), it is necessary to suppress the distortion of the bond. Therefore, it is preferably relative to the bonding position with the pyrrole methylene skeleton. The bond is in the meta or para position. On the other hand, as the aryl group mainly affecting the luminous efficiency, an aryl group having a bulky substituent such as a third butyl group, an adamantyl group, or a methoxy group is preferred.

於R1 、R3 、R4 及R6 分別可相同亦可不同,且為經取代或未經取代的芳基的情況下,較佳為R1 、R3 、R4 及R6 分別可相同亦可不同,且為經取代或未經取代的苯基。此時,更佳為R1 、R3 、R4 及R6 分別選自以下的Ar-1~Ar-6中。該情況下,作為R1 、R3 、R4 及R6 的較佳組合,可列舉如表1-1~表1-11中所示般的組合,但並不限定於該些。In the case where R 1 , R 3 , R 4, and R 6 may be the same or different, and are substituted or unsubstituted aryl groups, preferably R 1 , R 3 , R 4, and R 6 may be respectively It may be the same or different, and is a substituted or unsubstituted phenyl group. In this case, it is more preferable that R 1 , R 3 , R 4, and R 6 are each selected from the following Ar-1 to Ar-6. In this case, examples of preferred combinations of R 1 , R 3 , R 4, and R 6 include combinations shown in Tables 1-1 to 1-11, but are not limited to these.

[化4]
[Chemical 4]

[表1-1]
[Table 1-1]

[表1-2]
[Table 1-2]

[表1-3]
[Table 1-3]

[表1-4]
[Table 1-4]

[表1-5]
[Table 1-5]

[表1-6]
[Table 1-6]

[表1-7]
[Table 1-7]

[表1-8]
[Table 1-8]

[表1-9]
[Table 1-9]

[表1-10]
[Table 1-10]

[表1-11]
[Table 1-11]

另外,於通式(1)中,R2 及R5 較佳為氫、烷基、羰基、酯基、芳基的任一者。其中,作為R2 及R5 ,就由通式(1)所表示的化合物的熱穩定性的觀點而言,較佳為氫或烷基,就容易於發光光譜中獲得窄的半寬度的觀點而言,更佳為氫。In the general formula (1), R 2 and R 5 are preferably any of hydrogen, alkyl, carbonyl, ester, and aryl. Among them, R 2 and R 5 are preferably hydrogen or alkyl from the viewpoint of the thermal stability of the compound represented by the general formula (1), and it is easy to obtain a narrow half-width in the emission spectrum. In particular, hydrogen is more preferred.

另外,於通式(1)中,R8 及R9 較佳為烷基、芳基、雜芳基、烷氧基、芳基醚基、氟、含氟烷基、含氟雜芳基、含氟芳基、含氟烷氧基、含氟芳基醚基或氰基。其中,就相對於激發光穩定且可獲得更高的螢光量子產率而言,R8 及R9 更佳為氟、氰基或含氟芳基。另外,就合成的容易度的觀點而言,R8 及R9 進而佳為氟或氰基。尤其較佳為R8 及R9 的任一者為氰基。藉由作為R8 及R9 而導入氰基,由通式(1)所表示的化合物的耐久性提升。In the general formula (1), R 8 and R 9 are preferably an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryl ether group, a fluorine group, a fluorine-containing alkyl group, a fluorine-containing heteroaryl group, Fluoroaryl, fluoroalkoxy, fluoroarylether or cyano. Among them, R 8 and R 9 are more preferably a fluorine, a cyano group, or a fluorine-containing aryl group in terms of being stable with respect to excitation light and obtaining a higher fluorescence quantum yield. From the viewpoint of ease of synthesis, R 8 and R 9 are more preferably fluorine or cyano. It is particularly preferable that either of R 8 and R 9 is a cyano group. The introduction of a cyano group as R 8 and R 9 improves the durability of the compound represented by the general formula (1).

此處,所謂含氟芳基,是指包含氟的芳基。作為含氟芳基,例如可列舉:氟苯基、三氟甲基苯基及五氟苯基等。所謂含氟雜芳基,是指包含氟的雜芳基。作為含氟雜芳基,例如可列舉:氟吡啶基、三氟甲基吡啶基及三氟吡啶基等。所謂含氟烷基,是指包含氟的烷基。作為含氟烷基,例如可列舉三氟甲基或五氟乙基等。Here, the fluorine-containing aryl group means an aryl group containing fluorine. Examples of the fluorine-containing aryl group include a fluorophenyl group, a trifluoromethylphenyl group, and a pentafluorophenyl group. The fluorine-containing heteroaryl group refers to a heteroaryl group containing fluorine. Examples of the fluorine-containing heteroaryl group include a fluoropyridyl group, a trifluoromethylpyridyl group, and a trifluoropyridyl group. The fluorine-containing alkyl group means an alkyl group containing fluorine. Examples of the fluorine-containing alkyl group include trifluoromethyl and pentafluoroethyl.

另外,於通式(1)中,就光穩定性的觀點而言,X較佳為C-R7 。進而,於X為C-R7 的情況下,由通式(1)所表示的化合物的耐久性有容易受到取代基R7 的影響的傾向。即,取代基R7 會大大影響該化合物的發光強度的經時性降低。具體而言,於R7 為氫的情況下,該部位的反應性高,因此有該部位容易與空氣中的水分或氧容易發生反應的傾向。該R7 的反應成為引起由通式(1)所表示的化合物的分解的原因。另外,於R7 為例如烷基般的分子鏈運動的自由度大的取代基的情況下,R7 的反應性確實下降,但有於色轉換層內部化合物彼此容易經時地凝聚的傾向。結果導致因濃度消光所引起的發光強度的下降,原因即為該化合物彼此的凝聚。因此,R7 可為氫或烷基,較佳為剛直、且運動的自由度小而不易引起凝聚的基。具體而言,R7 較佳為經取代或未經取代的芳基或者經取代或未經取代的雜芳基的任一者。In the general formula (1), X is preferably CR 7 from the viewpoint of light stability. Furthermore, when X is CR 7 , the durability of the compound represented by the general formula (1) tends to be easily affected by the substituent R 7 . That is, the substituent R 7 greatly affects the decrease with time of the light emission intensity of the compound. Specifically, when R 7 is hydrogen, the site has high reactivity, and therefore the site tends to easily react with moisture or oxygen in the air. The reaction of R 7 causes the decomposition of the compound represented by the general formula (1). In addition, when R 7 is a substituent having a large degree of freedom in the movement of a molecular chain such as an alkyl group, the reactivity of R 7 does decrease, but the compounds in the color conversion layer tend to aggregate with time. As a result, a decrease in the luminous intensity due to the concentration extinction is caused by agglomeration of the compounds. Therefore, R 7 may be hydrogen or an alkyl group, and is preferably a group which is rigid and has a small degree of freedom of movement and does not easily cause aggregation. Specifically, R 7 is preferably any of a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group.

就提供更高的螢光量子產率、更難以發生熱分解的觀點及光穩定性的觀點而言,較佳為X為C-R7 且R7 為經取代或未經取代的芳基。作為該芳基,就不損及發光波長的觀點而言,較佳為苯基、聯苯基、三聯苯基、萘基、芴基、菲基、蒽基。From the viewpoint of providing higher fluorescence quantum yield, more difficult thermal decomposition, and viewpoint of light stability, it is preferable that X is CR 7 and R 7 is a substituted or unsubstituted aryl group. The aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, or an anthryl group, from the viewpoint of not impairing the emission wavelength.

進而,為了提高由通式(1)所表示的化合物的光穩定性,需要適度地抑制R7 與吡咯亞甲基骨架的碳-碳鍵的扭曲。其原因在於,若扭曲過大,則對於激發光的反應性變高等,光穩定性降低。就此種觀點而言,作為R7 ,較佳為經取代或未經取代的苯基、經取代或未經取代的聯苯基、經取代或未經取代的三聯苯基、經取代或未經取代的萘基,更佳為經取代或未經取代的苯基、經取代或未經取代的聯苯基、經取代或未經取代的三聯苯基。作為R7 ,尤佳為經取代或未經取代的苯基。Furthermore, in order to improve the photostability of the compound represented by the general formula (1), it is necessary to moderately suppress the distortion of the carbon-carbon bond of R 7 and the pyrrole methylene skeleton. The reason is that if the distortion is too large, the reactivity to the excitation light becomes high and the like, and the light stability decreases. From this point of view, R 7 is preferably a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted The substituted naphthyl group is more preferably a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group. As R 7 , a substituted or unsubstituted phenyl group is particularly preferred.

另外,R7 較佳為體積適度大的取代基。藉由R7 具有某種程度的大體積,可防止分子的凝聚。結果,由通式(1)所表示的化合物的發光效率或耐久性進一步提高。R 7 is preferably a substituent having a moderate bulk. By having a large volume to some extent, R 7 can prevent the aggregation of molecules. As a result, the luminous efficiency or durability of the compound represented by the general formula (1) is further improved.

作為此種大體積取代基的R7 的進而較佳例,可列舉由下述通式(2)所表示的結構的基。即,於通式(1)中,於X為C-R7 的情況下,R7 較佳為由下述通式(2)所表示的基。As a still more preferable example of R 7 of such a bulky substituent, a group having a structure represented by the following general formula (2) is mentioned. That is, in the general formula (1), when X is CR 7 , R 7 is preferably a group represented by the following general formula (2).

[化5]
[Chemical 5]

於通式(2)中,r選自由氫、烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基所組成的群組中。k為1~3的整數。於k為2以上的情況下,r分別可相同亦可不同。In the general formula (2), r is selected from the group consisting of hydrogen, alkyl, cycloalkyl, heterocyclyl, alkenyl, cycloalkenyl, alkynyl, hydroxyl, thiol, alkoxy, alkylthio, and aryl. Ether, aryl sulfide, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester, carbamate, amino, nitro, silyl, siloxy, Oxoboryl, sulfo, and phosphine oxide groups. k is an integer from 1 to 3. When k is 2 or more, r may be the same or different.

就可提供更高的發光量子產率這一觀點而言,r較佳為經取代或未經取代的芳基。該芳基中,尤其可列舉苯基、萘基作為較佳例。於r為芳基的情況下,通式(2)的k較佳為1或2,其中,就進一步防止分子的凝聚的觀點而言,更佳為2。進而,於k為2以上的情況下,多個r中的至少一個較佳為經烷基取代。作為該情況下的烷基,就熱穩定性的觀點而言,可列舉甲基、乙基及第三丁基作為尤佳例。From the viewpoint that a higher emission quantum yield can be provided, r is preferably a substituted or unsubstituted aryl group. Among the aryl groups, phenyl and naphthyl are particularly preferred. In the case where r is an aryl group, k in the general formula (2) is preferably 1 or 2, and in particular, 2 is more preferable from the viewpoint of further preventing molecular aggregation. Furthermore, when k is 2 or more, at least one of a plurality of r is preferably substituted with an alkyl group. As an alkyl group in this case, a methyl group, an ethyl group, and a tertiary butyl group are mentioned as a particularly preferable example from a viewpoint of thermal stability.

另外,就控制由通式(1)所表示的化合物的螢光波長或吸收波長、或者提高與溶媒的相容性的觀點而言,r較佳為經取代或未經取代的烷基、經取代或未經取代的烷氧基或鹵素,更佳為甲基、乙基、第三丁基、甲氧基。就分散性的觀點而言,作為該r,尤佳為第三丁基、甲氧基。對於防止由分子彼此的凝聚所引起的消光而言,更有效的是r為第三丁基或甲氧基。In addition, from the viewpoint of controlling the fluorescence wavelength or absorption wavelength of the compound represented by the general formula (1) or improving the compatibility with a solvent, r is preferably a substituted or unsubstituted alkyl group, The substituted or unsubstituted alkoxy group or halogen is more preferably a methyl group, an ethyl group, a third butyl group, or a methoxy group. From the viewpoint of dispersibility, particularly preferred as this r are a third butyl group and a methoxy group. To prevent matting caused by the aggregation of molecules, it is more effective that r is a third butyl group or a methoxy group.

另外,作為由通式(1)所表示的化合物的另一態樣,較佳為R1 ~R7 中的至少一者為拉電子基。尤其較佳為以下所示的第一態樣~第三態樣。作為第一較佳態樣,可列舉R1 ~R6 中的至少一者為拉電子基。作為第二較佳態樣,可列舉R7 為拉電子基。作為第三較佳態樣,可列舉R1 ~R6 中的至少一者為拉電子基,且R7 為拉電子基。藉由如上所述般於由通式(1)所表示的化合物的吡咯亞甲基骨架中導入拉電子基,可大幅降低吡咯亞甲基骨架的電子密度。藉此,由通式(1)所表示的化合物對氧的穩定性進一步提高,結果,可進一步提高由通式(1)所表示的化合物的耐久性。In another aspect of the compound represented by the general formula (1), it is preferable that at least one of R 1 to R 7 is an electron-withdrawing group. Particularly preferred are the first to third aspects described below. As a first preferred aspect, at least one of R 1 to R 6 may be an electron-withdrawing group. As a second preferred aspect, R 7 is an electron-withdrawing group. As a third preferred aspect, at least one of R 1 to R 6 is an electron-withdrawing group, and R 7 is an electron-withdrawing group. By introducing an electron-withdrawing group into the pyrrole methylene skeleton of the compound represented by the general formula (1) as described above, the electron density of the pyrrole methylene skeleton can be significantly reduced. Thereby, the stability of the compound represented by the general formula (1) to oxygen is further improved, and as a result, the durability of the compound represented by the general formula (1) can be further improved.

所謂拉電子基,亦稱為吸電子性基,於有機電子論中,是指藉由誘導效應或共振效應而自經取代的原子團吸引電子的原子團。作為拉電子基,可列舉作為哈米特法則的取代基常數(σp(對位))而取正值者。哈米特法則的取代基常數(σp(對位))可引用自化學便覽基礎編修訂5版(II-380頁)。再者,雖苯基亦具有如上所述般的取正值的例子,但於本發明中,苯基不包含於拉電子基中。The so-called electron-withdrawing group is also called an electron-withdrawing group. In organic electronics theory, it refers to an atomic group that attracts electrons from a substituted atomic group through an induction effect or a resonance effect. Examples of the electron-withdrawing group include those having a positive value as the substituent constant (σp (para-position)) of Hammett's law. The substituent constant (σp (para-position)) of Hammett's Law can be quoted from the 5th edition of the Basic Handbook of Chemistry (II-380). In addition, although the phenyl group also has an example of taking a positive value as described above, in the present invention, the phenyl group is not included in the electron-withdrawing group.

作為拉電子基的例子,例如可列舉:-F(σp:+0.06)、-Cl(σp:+0.23)、-Br(σp:+0.23)、-I(σp:+0.18)、-CO2 R12 (σp:R12 為乙基時為+0.45)、-CONH2 (σp:+0.38)、-COR12 (σp:R12 為甲基時為+0.49)、-CF3 (σp:+0.50)、-SO2 R12 (σp:R12 為甲基時為+0.69)、-NO2 (σp:+0.81)等。R12 表示氫原子、經取代或未經取代的成環碳數6~30的芳香族烴基、經取代或未經取代的成環原子數5~30的雜環基、經取代或未經取代的碳數1~30的烷基、經取代或未經取代的碳數1~30的環烷基。作為所述各基的具體例,可列舉與所述相同的例子。Examples of the electron-withdrawing group include -F (σp: +0.06), -Cl (σp: +0.23), -Br (σp: +0.23), -I (σp: +0.18), -CO 2 R 12 (σp: +0.45 when R 12 is ethyl), -CONH 2 (σp: +0.38), -COR 12 (σp: +0.49 when R 12 is methyl), -CF 3 (σp: + 0.50), -SO 2 R 12 (σp: +0.69 when R 12 is a methyl group), -NO 2 (σp: +0.81), and the like. R 12 represents a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbons, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, substituted or unsubstituted Alkyl group having 1 to 30 carbon atoms, and substituted or unsubstituted cycloalkyl group having 1 to 30 carbon atoms. Specific examples of the groups include the same examples as described above.

於通式(1)中,R2 及R5 中的至少一者較佳為拉電子基。其理由如下所示。即,通式(1)的R2 及R5 為對吡咯亞甲基骨架的電子密度產生大的影響的取代位置的取代基。藉由於該些R2 及R5 中導入拉電子基,可有效率地降低吡咯亞甲基骨架的電子密度。結果,由通式(1)所表示的化合物對氧的穩定性進一步提升,因而可進一步提升該化合物的耐久性。In the general formula (1), at least one of R 2 and R 5 is preferably an electron-withdrawing group. The reason is as follows. That is, R 2 and R 5 in the general formula (1) are substituents at a substitution position which greatly affects the electron density of the pyrrole methylene skeleton. The introduction of an electron-withdrawing group into these R 2 and R 5 can effectively reduce the electron density of the pyrrole methylene skeleton. As a result, the stability of the compound represented by the general formula (1) to oxygen is further improved, and the durability of the compound can be further improved.

進而,於通式(1)中,R2 及R5 更佳為拉電子基。其原因在於,由通式(1)所表示的化合物對氧的穩定性進一步提升,可大幅提升該化合物的耐久性。Furthermore, in the general formula (1), R 2 and R 5 are more preferably an electron-withdrawing group. This is because the stability of the compound represented by the general formula (1) with respect to oxygen is further improved, and the durability of the compound can be greatly improved.

另外,於通式(1)中,拉電子基較佳為包含氟原子的基。藉由拉電子基為包含氟原子的基,可進一步降低吡咯亞甲基骨架的電子密度。藉此,由通式(1)所表示的化合物對氧的穩定性提升,可提升該化合物的耐久性。In the general formula (1), the electron-withdrawing group is preferably a group containing a fluorine atom. When the electron-withdrawing group is a group containing a fluorine atom, the electron density of the pyrrole methylene skeleton can be further reduced. Thereby, the stability of the compound represented by the general formula (1) to oxygen is improved, and the durability of the compound can be improved.

作為較佳的拉電子基,可列舉:氟、含氟芳基、含氟雜芳基、含氟烷基、經取代或未經取代的醯基、經取代或未經取代的酯基、經取代或未經取代的醯胺基、經取代或未經取代的磺醯基、經取代或未經取代的磺酸酯基、經取代或未經取代的磺醯胺基或氰基。其原因在於,該些基難以發生化學性分解。Examples of preferred electron-withdrawing groups include: fluorine, fluorine-containing aryl, fluorine-containing heteroaryl, fluorine-containing alkyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted ester, and A substituted or unsubstituted amido group, a substituted or unsubstituted sulfoamido group, a substituted or unsubstituted sulfonate group, a substituted or unsubstituted sulfoamido group, or a cyano group. The reason is that these groups are difficult to chemically decompose.

作為更佳的拉電子基,可列舉:含氟烷基、經取代或未經取代的醯基、經取代或未經取代的酯基、經取代或未經取代的醯胺基、經取代或未經取代的磺醯基、經取代或未經取代的磺酸酯基、經取代或未經取代的磺醯胺基或氰基。其原因在於,該些基會帶來防止濃度消光、提升發光量子產率的效果。尤佳的拉電子基為經取代或未經取代的酯基。另外,就不易引起色轉換層內部中分子彼此的凝聚、耐久性提升而言,作為拉電子基,進而佳為經取代的酯基。As a more preferable electron-withdrawing group, fluorinated alkyl group, substituted or unsubstituted fluorenyl group, substituted or unsubstituted ester group, substituted or unsubstituted fluorenylamino group, substituted or Unsubstituted sulfonyl, substituted or unsubstituted sulfonate, substituted or unsubstituted sulfonamido, or cyano. The reason is that these groups bring the effects of preventing concentration extinction and improving the luminescence quantum yield. Particularly preferred electron-withdrawing groups are substituted or unsubstituted ester groups. In addition, in view of the difficulty in causing aggregation of molecules in the color conversion layer and the improvement of durability, it is more preferably a substituted ester group as the electron-drawing group.

作為進而佳的拉電子基,可列舉:含氟醯基、含氟酯基、含氟醯胺基、含氟磺醯基、含氟磺酸酯基、含氟磺醯胺基。該些基可有效率地降低吡咯亞甲基硼錯合物骨架的電子密度。藉此,由通式(1)所表示的化合物對氧的穩定性提升,結果,可進一步提升該化合物的耐久性。Further preferable electron-withdrawing groups include a fluorinated fluorenyl group, a fluorinated ester group, a fluorinated fluorenyl group, a fluorinated sulfonyl group, a fluorinated sulfonate group, and a fluorinated sulfonium group. These groups can effectively reduce the electron density of the pyrrole methylene boron complex complex. Thereby, the stability of the compound represented by the general formula (1) to oxygen is improved, and as a result, the durability of the compound can be further improved.

其中,較佳為R2 及R5 中的至少一者分別可相同亦可不同,且為經取代或未經取代的酯基。其原因在於,該情況下,可提升耐久性而不會降低色純度。尤其,就耐久性提升的觀點而言,更佳為R2 及R5 均分別可相同亦可不同,且為經取代或未經取代的酯基。Among them, it is preferred that at least one of R 2 and R 5 may be the same or different, and is a substituted or unsubstituted ester group. The reason is that in this case, durability can be improved without reducing color purity. In particular, from the viewpoint of improving durability, it is more preferable that both R 2 and R 5 may be the same or different, and are substituted or unsubstituted ester groups.

作為由通式(1)所表示的化合物的較佳例之一,可列舉如下情況:R1 、R3 、R4 及R6 均分別可相同亦可不同,且為經取代或未經取代的烷基,進而X為C-R7 且R7 為由通式(2)所表示的基。於該情況下,R7 尤佳為包含作為經取代或未經取代的苯基的r的由通式(2)所表示的基。As one of the preferable examples of the compound represented by the general formula (1), the following cases can be enumerated: R 1 , R 3 , R 4, and R 6 may be the same or different, and are substituted or unsubstituted. Alkyl, and X is CR 7 and R 7 is a group represented by the general formula (2). In this case, R 7 is particularly preferably a group represented by general formula (2) containing r as a substituted or unsubstituted phenyl group.

另外,作為由通式(1)所表示的化合物的較佳的又一例,可列舉如下情況:R1 、R3 、R4 及R6 均分別可相同亦可不同,且選自所述的Ar-1~Ar-6中,進而X為C-R7 且R7 為由通式(2)所表示的基。於該情況下,R7 更佳為包含作為第三丁基、甲氧基的r的由通式(2)所表示的基,尤佳為包含作為甲氧基的r的由通式(2)所表示的基。In addition, as another preferable example of the compound represented by the general formula (1), the following cases may be mentioned: R 1 , R 3 , R 4, and R 6 may be the same or different, and selected from the group consisting of In Ar-1 to Ar-6, X is CR 7 and R 7 is a group represented by the general formula (2). In this case, R 7 is more preferably a group represented by the general formula (2) containing r as a third butyl group and a methoxy group, and particularly preferably a group represented by the general formula (2) containing r as a methoxy group. ).

另外,作為由通式(1)所表示的化合物的較佳的又一例,可列舉如下情況:R1 、R3 、R4 及R6 均分別可相同亦可不同,為經取代或未經取代的烷基,且R2 及R5 分別可相同亦可不同,為經取代或未經取代的酯基,進而X為C-R7 且R7 為由通式(2)所表示的基。於該情況下,R7 尤佳為包含作為經取代或未經取代的苯基的r的由通式(2)所表示的基。In addition, as another preferable example of the compound represented by the general formula (1), the following cases may be mentioned: R 1 , R 3 , R 4, and R 6 may be the same or different, respectively, and may be substituted or unsubstituted. A substituted alkyl group, and R 2 and R 5 may be the same or different, and are substituted or unsubstituted ester groups. Further, X is CR 7 and R 7 is a group represented by the general formula (2). In this case, R 7 is particularly preferably a group represented by general formula (2) containing r as a substituted or unsubstituted phenyl group.

另外,作為由通式(1)所表示的化合物的較佳的又一例,可列舉如下情況:R1 、R3 、R4 及R6 均分別可相同亦可不同,選自所述Ar-1~Ar-6中,且R2 及R5 分別可相同亦可不同,為經取代或未經取代的酯基,進而X為C-R7 且R7 為由通式(2)所表示的基。於該情況下,R7 更佳為包含作為第三丁基、甲氧基的r的由通式(2)所表示的基,尤佳為包含作為甲氧基的r的由通式(2)所表示的基。In addition, as another preferable example of the compound represented by the general formula (1), the following cases may be mentioned: R 1 , R 3 , R 4, and R 6 may each be the same or different, and are selected from the Ar- In 1 to Ar-6, R 2 and R 5 may be the same or different, and are substituted or unsubstituted ester groups. Further, X is CR 7 and R 7 is a group represented by the general formula (2). . In this case, R 7 is more preferably a group represented by the general formula (2) containing r as a third butyl group and a methoxy group, and particularly preferably a group represented by the general formula (2) containing r as a methoxy group. ).

以下示出由通式(1)所表示的化合物的一例,但該化合物並不限定於該些例子。Although an example of the compound represented by General formula (1) is shown below, this compound is not limited to these examples.

[化6]
[Chemical 6]

[化7]
[Chemical 7]

[化8]
[Chemical 8]

[化9]
[Chemical 9]

[化10]
[Chemical 10]

[化11]
[Chemical 11]

[化12]
[Chemical 12]

[化13]
[Chemical 13]

[化14]
[Chemical 14]

[化15]
[Chemical 15]

[化16]
[Chemical 16]

[化17]
[Chemical 17]

[化18]
[Chemical 18]

[化19]
[Chemical 19]

[化20]
[Chemical 20]

[化21]
[Chemical 21]

[化22]
[Chemical 22]

[化23]
[Chemical 23]

[化24]
[Chemical 24]

[化25]
[Chemical 25]

[化26]
[Chemical 26]

[化27]
[Chemical 27]

[化28]
[Chemical 28]

[化29]
[Chemical 29]

[化30]
[Chemical 30]

由通式(1)所表示的化合物例如可利用日本專利特表平8-509471號公報或日本專利特開2000-208262號公報中所記載的方法來合成。即,藉由使吡咯亞甲基化合物與金屬鹽於鹼共存下反應,可獲得作為目標的吡咯亞甲基系金屬錯合物。The compound represented by the general formula (1) can be synthesized, for example, by a method described in Japanese Patent Application Publication No. 8-509471 or Japanese Patent Application Publication No. 2000-208262. That is, the target pyrromethene-based metal complex can be obtained by reacting a pyrromethene compound with a metal salt in the presence of a base.

另外,關於吡咯亞甲基-氟化硼錯合物的合成,可參考「有機化學期刊(J. Org. Chem.)」(vol. 64, No. 21, pp.7813-7819(1999))、「應用化學英文國際版(Angew. Chem., Int. Ed. Engl.)」(vol.36, pp.1333-1335(1997))等中所記載的方法來合成由通式(1)所表示的化合物。例如可列舉如下方法:對由下述通式(3)所表示的化合物及由通式(4)所表示的化合物於氧氯化磷存在下、於1,2-二氯乙烷中進行加熱後,與由下述通式(5)所表示的化合物於三乙基胺存在下、於1,2-二氯乙烷中進行反應,藉此獲得由通式(1)所表示的化合物。但是,本發明並不限定於此。此處,R1 ~R9 與所述說明相同。J表示鹵素。For the synthesis of pyrrole methylene-boron fluoride complex, please refer to "Journal of Organic Chemistry (J. Org. Chem.)" (Vol. 64, No. 21, pp. 7813-7819 (1999)) , "Angew. Chem., Int. Ed. Engl." (Vol. 36, pp. 1333-1335 (1997)), etc. to synthesize the compound of general formula (1) Represented compounds. For example, a method may be mentioned in which a compound represented by the following general formula (3) and a compound represented by the general formula (4) are heated in 1,2-dichloroethane in the presence of phosphorus oxychloride. Then, a compound represented by the general formula (1) is obtained by reacting with a compound represented by the following general formula (5) in the presence of triethylamine in 1,2-dichloroethane. However, the present invention is not limited to this. Here, R 1 to R 9 are the same as described above. J represents halogen.

[化31]
[Chemical 31]

進而,於導入芳基或雜芳基時,可列舉利用鹵化衍生物與硼酸或硼酸酯化衍生物的偶合反應而生成碳-碳鍵的方法,但本發明並不限定於此。同樣地,於導入胺基或咔唑基時,亦可列舉例如利用鈀等金屬觸媒下的鹵化衍生物與胺或咔唑衍生物的偶合反應而生成碳-氮鍵的方法,但本發明並不限定於此。Further, when introducing an aryl group or a heteroaryl group, a method of generating a carbon-carbon bond by a coupling reaction of a halogenated derivative and a boronic acid or a boronic acid derivative may be mentioned, but the present invention is not limited thereto. Similarly, when introducing an amine group or a carbazolyl group, for example, a method of forming a carbon-nitrogen bond by using a coupling reaction of a halogenated derivative under a metal catalyst such as palladium with an amine or a carbazole derivative may be cited. It is not limited to this.

本發明的實施形態的色轉換部除由通式(1)所表示的化合物以外,視需要亦可適宜含有其他化合物。例如,為了進一步提高自激發光向由通式(1)所表示的化合物的能量遷移效率,亦可含有紅螢烯(rubrene)等輔助摻雜劑。另外,於欲摻加由通式(1)所表示的化合物的發光色以外的發光色的情況下,可添加所期望的有機發光材料,例如香豆素系色素、若丹明系色素等有機發光材料。此外,除該些有機發光材料以外,亦可組合添加無機螢光體、螢光顏料、螢光染料、量子點等公知的發光材料。In addition to the compound represented by General formula (1), the color conversion part of embodiment of this invention may contain another compound suitably as needed. For example, in order to further improve the energy transfer efficiency of the self-excitation light to the compound represented by the general formula (1), an auxiliary dopant such as rubrene may be contained. In addition, when a light emitting color other than the light emitting color of the compound represented by the general formula (1) is to be added, a desired organic light emitting material such as a coumarin-based dye, a rhodamine-based dye, or the like may be added. Luminescent material. In addition to these organic light-emitting materials, known light-emitting materials such as inorganic phosphors, fluorescent pigments, fluorescent dyes, and quantum dots may be added in combination.

以下示出由通式(1)所表示的化合物以外的有機發光材料的一例,但本發明並不特別限定於該些例子。Examples of organic light-emitting materials other than the compound represented by the general formula (1) are shown below, but the present invention is not particularly limited to these examples.

[化32]
[Chemical 32]

於本發明中,色轉換部中所含的第一例的吡咯亞甲基衍生物較佳為藉由使用激發光而呈現於500 nm以上且580 nm以下的區域觀測到峰值波長的發光的吡咯亞甲基衍生物。即,色轉換部較佳為包括含有下述發光材料(a)的色轉換層。發光材料(a)為藉由使用400 nm以上且500 nm以下的波長範圍的激發光而呈現於500 nm以上且580 nm以下的區域觀測到峰值波長的發光的發光材料。以後,將於500 nm以上且580 nm以下的區域觀測到峰值波長的發光稱為「綠色的發光」。In the present invention, it is preferable that the pyrrole methylene derivative of the first example contained in the color conversion section is a pyrrole that emits light with a peak wavelength observed in a region of 500 nm to 580 nm by using excitation light. Methylene derivative. That is, the color conversion section preferably includes a color conversion layer containing a light-emitting material (a) described below. The light-emitting material (a) is a light-emitting material in which a peak wavelength is observed in a region of 500 nm to 580 nm by using excitation light in a wavelength range of 400 nm to 500 nm. Hereinafter, emission with a peak wavelength observed in a region from 500 nm to 580 nm will be referred to as "green emission."

另外,於本發明中,色轉換部中所含的第二例的吡咯亞甲基衍生物較佳為藉由使用激發光而呈現於580 nm以上且750 nm以下的區域觀測到峰值波長的發光的吡咯亞甲基衍生物。即,色轉換部較佳為包括含有下述發光材料(b)的色轉換層。發光材料(b)是藉由400 nm以上且500 nm以下的波長範圍的激發光及來自所述發光材料(a)的發光中的至少一者而得到激發,藉此而呈現於580 nm以上且750 nm以下的區域中觀測到峰值波長的發光的發光材料。以後,將於580 nm以上且750 nm以下的區域觀測到峰值波長的發光稱為「紅色的發光」。Further, in the present invention, it is preferable that the pyrrole methylene derivative of the second example contained in the color conversion section exhibits emission at a peak wavelength in a region of 580 nm or more and 750 nm or less by using excitation light. Pyrrole methylene derivative. That is, the color conversion section preferably includes a color conversion layer containing a light-emitting material (b) described below. The light-emitting material (b) is excited by at least one of excitation light in a wavelength range of 400 nm to 500 nm and light emission from the light-emitting material (a), and thereby appears at 580 nm or more and A light-emitting luminescent material having a peak wavelength is observed in a region below 750 nm. Hereinafter, emission with a peak wavelength observed in a region from 580 nm to 750 nm will be referred to as "red emission".

一般而言,激發光的能量越大,越容易引起發光材料的分解。但是,400 nm以上且500 nm以下的波長範圍的激發光為激發能量較小者。因此,藉由使用所述波長範圍的激發光,可獲得色純度良好的發光而不會引起色轉換部(詳細而言色轉換層)中所含的發光材料的分解。Generally speaking, the greater the energy of the excitation light, the more easily the decomposition of the luminescent material is caused. However, the excitation light in the wavelength range of 400 nm to 500 nm is the one having a smaller excitation energy. Therefore, by using the excitation light in the wavelength range, light emission with good color purity can be obtained without causing decomposition of the light-emitting material included in the color conversion section (specifically, the color conversion layer).

另外,本發明中,色轉換部較佳為含有所述發光材料(a)及發光材料(b)。即,色轉換部較佳為包括含有發光材料(a)的色轉換層(綠色轉換層)及含有發光材料(b)的色轉換層(紅色轉換層)。除此以外,該些發光材料(a)及發光材料(b)中的至少一者較佳為所述吡咯亞甲基衍生物。再者,所述發光材料(a)可僅單獨使用一種,亦可併用多種。同樣地,所述發光材料(b)可僅單獨使用一種,亦可併用多種。Moreover, in this invention, it is preferable that a color conversion part contains the said light emitting material (a) and a light emitting material (b). That is, the color conversion section preferably includes a color conversion layer (green conversion layer) containing a light emitting material (a) and a color conversion layer (red conversion layer) containing a light emitting material (b). In addition, at least one of the light-emitting materials (a) and the light-emitting materials (b) is preferably the pyrrole methylene derivative. The light-emitting material (a) may be used alone or in combination. Similarly, the light-emitting material (b) may be used alone or in combination.

400 nm以上且500 nm以下的波長範圍的激發光的一部分於本發明的色轉換部中不穿過色轉換層而透射色轉換層以外的部分(例如未形成有色轉換層的凹部)。因此,該透射的一部分激發光可將其自身用作藍色的發光。因此,於本發明的色轉換部使各色轉換層分別含有顯示綠色的發光的發光材料(a)與顯示紅色的發光的發光材料(b),且使用發出發光峰值尖銳的藍色光的藍色光源(例如藍色有機EL元件或藍色LED)作為光源的情況下,可獲得於藍、綠、紅各色中顯示出尖銳形狀的發光光譜且色純度良好的白色光。結果,尤其於顯示器中,可有效率地形成色彩更加鮮豔且更大的色域。另外,於照明用途中,與成為當前主流的使藍色LED與黃色螢光體組合而成的白色LED相比,尤其綠色區域及紅色區域的發光特性得到改善,因此可獲得演色性提高的較佳的白色光源。Part of the excitation light in a wavelength range of 400 nm to 500 nm is in the color conversion portion of the present invention, and does not pass through the color conversion layer but transmits a portion other than the color conversion layer (for example, a recessed portion having no color conversion layer formed). Therefore, a part of the transmitted excitation light can use itself as blue light emission. Therefore, in the color conversion section of the present invention, each color conversion layer contains a green light-emitting light emitting material (a) and a red light-emitting light emitting material (b), and uses a blue light source that emits a sharp blue light When a light source (such as a blue organic EL element or a blue LED) is used as the light source, white light having a sharp emission spectrum and good color purity can be obtained in each of blue, green, and red colors. As a result, particularly in a display, a more vivid and larger color gamut can be efficiently formed. In addition, in lighting applications, compared with white LEDs that are currently mainstreamed by combining blue LEDs and yellow phosphors, the light emitting characteristics of the green region and the red region are particularly improved, so that the color rendering performance can be improved. Best white light source.

作為發光材料(a),可列舉:香豆素6、香豆素7、香豆素153等香豆素衍生物;吲哚菁綠(indocyanine green)等花青衍生物;螢光素(fluorescein)、螢光素異硫代氰酸酯、羧基螢光素二乙酸酯等螢光素衍生物;酞青綠等酞青衍生物;二異丁基-4,10-二氰基苝-3,9-二羧酸酯等苝衍生物;以及吡咯亞甲基衍生物、二苯乙烯衍生物、噁嗪衍生物、萘二甲醯亞胺衍生物、吡嗪衍生物、苯并咪唑衍生物、苯并噁唑衍生物、苯并噻唑衍生物、咪唑并吡啶衍生物、唑衍生物、蒽等具有縮合芳基環的化合物或其衍生物、芳香族胺衍生物、有機金屬錯合物化合物等作為適宜者。但是,發光材料(a)並不特別限定於該些化合物。該些化合物中,吡咯亞甲基衍生物提供高發光量子產率,且耐久性良好,故為特別適宜的化合物。作為吡咯亞甲基衍生物,例如以上所述的由通式(1)所表示的化合物因顯示出色純度高的發光而較佳。Examples of the light-emitting material (a) include coumarin derivatives such as coumarin 6, coumarin 7, and coumarin 153; cyanine derivatives such as indocyanine green; and fluorescein ), Luciferin derivatives such as fluorescein isothiocyanate, carboxyfluorescein diacetate; phthalocyanine derivatives such as phthalocyanine green; diisobutyl-4,10-dicyanofluorene-3 , 9-dicarboxylic acid esters and other fluorene derivatives; and pyrrole methylene derivatives, stilbene derivatives, oxazine derivatives, naphthalenedimethylimine derivatives, pyrazine derivatives, benzimidazole derivatives Compounds having a condensed aryl ring, such as benzoxazole derivatives, benzothiazole derivatives, imidazopyridine derivatives, azole derivatives, and anthracene, or derivatives thereof, aromatic amine derivatives, organic metal complex compounds Wait as appropriate. However, the light emitting material (a) is not particularly limited to these compounds. Among these compounds, a pyrrole methylene derivative is a particularly suitable compound because it provides high luminescence quantum yield and good durability. As the pyrrole methylene derivative, for example, the compound represented by the general formula (1) described above is preferable because it exhibits excellent light emission with high purity.

作為發光材料(b),可列舉:4-二氰基亞甲基-2-甲基-6-(對二甲基胺基苯乙烯基)-4H-吡喃等花青衍生物;若丹明B、若丹明6G、若丹明101、磺基若丹明101等若丹明衍生物;1-乙基-2-(4-(對二甲基胺基苯基)-1,3-丁二烯基)-吡啶鎓-過氯酸鹽等吡啶衍生物;N,N'-雙(2,6-二異丙基苯基)-1,6,7,12-四苯氧基苝-3,4,:9,10-雙二碳醯亞胺等苝衍生物;以及卟啉衍生物、吡咯亞甲基衍生物、噁嗪衍生物、吡嗪衍生物、稠四苯或二苯并二茚并苝等具有縮合芳基環的化合物或其衍生物、有機金屬錯合物化合物等作為適宜者。但是,發光材料(b)並不特別限定於該些化合物。該些化合物中,吡咯亞甲基衍生物因提供高發光量子產率,且耐久性良好,故為特別適宜的化合物。作為吡咯亞甲基衍生物,例如以上所述的由通式(1)所表示的化合物因顯示出色純度高的發光而較佳。Examples of the light-emitting material (b) include cyanine derivatives such as 4-dicyanomethylene-2-methyl-6- (p-dimethylaminostyryl) -4H-pyran; rhodan Rhodamine derivatives such as Ming B, rhodamine 6G, rhodamine 101, sulforhodamine 101; 1-ethyl-2- (4- (p-dimethylaminophenyl) -1,3 -Butadienyl) -pyridinium-perchlorate and other pyridine derivatives; N, N'-bis (2,6-diisopropylphenyl) -1,6,7,12-tetraphenoxy苝 -3,4,: 9,10-bis-dicarbamidine imine derivatives; and porphyrin derivatives, pyrrole methylene derivatives, oxazine derivatives, pyrazine derivatives, fused tetrabenzene or di Compounds having a condensed aryl ring such as benzodiindenofluorene or derivatives thereof, organometallic complex compounds, and the like are suitable. However, the light-emitting material (b) is not particularly limited to these compounds. Among these compounds, a pyrrole methylene derivative is a particularly suitable compound because it provides high light-emitting quantum yield and good durability. As the pyrrole methylene derivative, for example, the compound represented by the general formula (1) described above is preferable because it exhibits excellent light emission with high purity.

本發明中,色轉換部中的有機發光材料的含量雖亦取決於化合物的莫耳吸光係數、發光量子產率及激發波長中的吸收強度、以及所製作的色轉換部中的色轉換層的厚度或透過率,但通常相對於該色轉換層中所含的樹脂的100重量份而為1.0×10-4 重量份~30重量份。其中,相對於該色轉換層中所含的樹脂的100重量份,該有機發光材料的含量進而佳為1.0×10-3 重量份~10重量份,尤佳為5.0×10-3 重量份~5重量份。In the present invention, although the content of the organic light-emitting material in the color conversion section also depends on the molar absorption coefficient of the compound, the luminescence quantum yield and the absorption intensity at the excitation wavelength, and the content of the color conversion layer in the produced color conversion section The thickness or transmittance is usually 1.0 × 10 -4 parts by weight to 30 parts by weight based on 100 parts by weight of the resin contained in the color conversion layer. Among them, the content of the organic light-emitting material is further preferably 1.0 × 10 -3 parts by weight to 10 parts by weight, and particularly preferably 5.0 × 10 -3 parts by weight to 100 parts by weight of the resin contained in the color conversion layer. 5 parts by weight.

另外,於色轉換部含有呈現綠色的發光的發光材料(a)、及呈現紅色的發光的發光材料(b)兩者的情況下,就將綠色的發光的一部分轉換成紅色的發光而言,發光材料(a)的含有莫耳量na 與發光材料(b)的含有莫耳量nb 的比率為na :nb =100:1~1:100。該比率(na :nb )較佳為20:1~1:20,進而佳為5:1~1:5,尤佳為2:1~1:2。其中,含有莫耳量na 及含有莫耳量nb 為色轉換部的色轉換層中所含的樹脂中物質量。In addition, in a case where the color conversion section contains both a light-emitting material (a) that emits green light and a light-emitting material (b) that emits red light, a part of the green light emission is converted into red light emission, luminescent material (a) containing a molar ratio of the amount of n a luminescent material (b) containing a molar amount of n b n a: n b = 100: 1 ~ 1: 100. The ratio (n a : n b ) is preferably 20: 1 to 1:20, more preferably 5: 1 to 1: 5, and even more preferably 2: 1 to 1: 2. Among them, the molar amount n a and the molar amount n b are the amount of substance in the resin contained in the color conversion layer of the color conversion section.

關於製成樣品來對色轉換層進行測定時的量子產率,當對色轉換基板照射峰值波長為440 nm以上且460 nm以下的藍色光時,通常為0.5以上,較佳為0.7以上,更佳為0.8以上,進而佳為0.9以上。Regarding the quantum yield when the sample is used to measure the color conversion layer, when the color conversion substrate is irradiated with blue light having a peak wavelength of 440 nm or more and 460 nm or less, it is usually 0.5 or more, preferably 0.7 or more, and more It is preferably 0.8 or more, and further preferably 0.9 or more.

<色轉換層中所含的樹脂>
本發明中,色轉換部亦可於其色轉換層中含有樹脂。色轉換層中所含的樹脂為形成連續相者,只要為成型加工性、透明性、耐熱性等優異的材料即可。作為色轉換層中含有的樹脂,例如可使用丙烯酸系、甲基丙烯酸系、聚桂皮酸乙烯酯系、聚醯亞胺系、環橡膠系等具有反應性乙烯基的光硬化型抗蝕劑材料,環氧樹脂、矽酮樹脂(包含矽酮橡膠、矽酮凝膠等有機聚矽氧烷硬化物(交聯物))、脲樹脂、氟樹脂、聚碳酸酯樹脂、丙烯酸樹脂、甲基丙烯酸樹脂、聚醯亞胺樹脂、環狀烯烴樹脂、聚對苯二甲酸乙二酯樹脂、聚丙烯樹脂、聚苯乙烯樹脂、胺基甲酸酯樹脂、三聚氰胺樹脂、聚乙烯基樹脂、聚醯胺樹脂、酚樹脂、聚乙烯醇樹脂、纖維素樹脂、脂肪族酯樹脂、芳香族酯樹脂、脂肪族聚烯烴樹脂、芳香族聚烯烴樹脂等公知者。另外,作為色轉換層中含有的樹脂,亦可使用該些的共聚樹脂。
<Resin contained in the color conversion layer>
In the present invention, the color conversion section may contain a resin in the color conversion layer. The resin contained in the color conversion layer is a material that forms a continuous phase as long as it is a material excellent in molding processability, transparency, heat resistance, and the like. As the resin contained in the color conversion layer, for example, a photocurable resist material having a reactive vinyl group, such as acrylic, methacrylic, polyvinyl cinnamate, polyimide, or ring rubber, can be used. , Epoxy resin, silicone resin (including silicone rubber, silicone gel and other organic polysiloxane hardened materials (crosslinked products)), urea resin, fluororesin, polycarbonate resin, acrylic resin, methacrylic acid Resin, polyimide resin, cyclic olefin resin, polyethylene terephthalate resin, polypropylene resin, polystyrene resin, urethane resin, melamine resin, polyethylene resin, polyamide Resins, phenol resins, polyvinyl alcohol resins, cellulose resins, aliphatic ester resins, aromatic ester resins, aliphatic polyolefin resins, and aromatic polyolefin resins are known. In addition, as the resin contained in the color conversion layer, these copolymer resins can also be used.

該些樹脂中,就透明性的觀點而言,可較佳地使用環氧樹脂、矽酮樹脂、丙烯酸樹脂、酯樹脂或該些的混合物。另外,就耐熱性的觀點而言,可較佳地使用丙烯酸樹脂及酯樹脂。就綠色發光中的量子產率的觀點而言,進而佳為丙烯酸樹脂。Among these resins, epoxy resins, silicone resins, acrylic resins, ester resins, or mixtures thereof are preferably used from the viewpoint of transparency. From the viewpoint of heat resistance, an acrylic resin and an ester resin can be preferably used. From the viewpoint of quantum yield in green light emission, an acrylic resin is more preferred.

關於熱硬化型矽酮樹脂,作為一例,可藉由含有鍵結於矽原子的烯基的化合物,與具有鍵結於矽原子的氫原子的化合物的矽氫化反應而形成。作為此種材料,可列舉藉由乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、烯丙基三甲氧基矽烷、丙烯基三甲氧基矽烷、降冰片烯基三甲氧基矽烷、辛烯基三甲氧基矽烷等含有鍵結於矽原子的烯基的化合物,與甲基氫聚矽氧烷、二甲基聚矽氧烷-CO-甲基氫聚矽氧烷、乙基氫聚矽氧烷、甲基氫聚矽氧烷-CO-甲基苯基聚矽氧烷等具有鍵結於矽原子的氫原子的化合物的矽氫化反應而形成者。另外,作為熱硬化型矽酮樹脂,除此以外,例如亦可利用如日本專利特開2010-159411號公報中所記載般的公知者。The thermosetting silicone resin can be formed, for example, by a hydrosilylation reaction of a compound containing an alkenyl group bonded to a silicon atom and a compound having a hydrogen atom bonded to a silicon atom. Examples of such materials include vinyltrimethoxysilane, vinyltriethoxysilane, allyltrimethoxysilane, allyltrimethoxysilane, norbornenyltrimethoxysilane, and octene. Compounds containing alkenyl groups bonded to silicon atoms, such as methyltrimethoxysilane, and methylhydropolysiloxane, dimethylpolysiloxane-CO-methylhydropolysiloxane, and ethylhydropolysiloxane It is formed by a hydrosilylation reaction of a compound having a hydrogen atom bonded to a silicon atom, such as oxane and methylhydropolysiloxane-CO-methylphenylpolysiloxane. In addition, as the thermosetting silicone resin, for example, a publicly known person described in Japanese Patent Laid-Open No. 2010-159411 can be used.

另外,作為熱硬化型矽酮樹脂,亦能夠使用市售者,例如通常的LED用途的矽酮密封材。作為其具體例,可列舉東麗道康寧(Toray Dow Corning)公司製造的OE-6630A/B、OE-6336A/B,或信越化學工業公司製造的SCR-1012A/B、SCR-1016A/B等。於熱硬化型矽酮樹脂中,為了抑制常溫下的硬化而延長適用期(pot life),較佳為調配乙炔醇等矽氫化反應延遲劑。As the thermosetting silicone resin, a commercially available silicone sealing material such as a general LED application can also be used. Specific examples thereof include OE-6630A / B and OE-6336A / B manufactured by Toray Dow Corning, and SCR-1012A / B and SCR-1016A / B manufactured by Shin-Etsu Chemical Industries. In the thermosetting silicone resin, in order to suppress hardening at normal temperature and prolong pot life, it is preferable to add a hydrosilylation delay agent such as acetylene alcohol.

熱塑性矽酮樹脂為藉由加熱至玻璃轉移溫度或熔點為止而軟化,並顯示出流動性的樹脂。熱塑性矽酮樹脂即便暫時加熱而軟化,亦不會伴有硬化反應等化學反應,因此若恢復至常溫則再次成為固體。另外,作為熱塑性矽酮樹脂,可列舉市售者,例如東麗道康寧(Toray Dow Corning)公司製造的RSN-0805、RSN-0217等RSN系列。The thermoplastic silicone resin is a resin that softens by heating to a glass transition temperature or a melting point and exhibits fluidity. Even if the thermoplastic silicone resin is temporarily heated and softened, it will not be accompanied by a chemical reaction such as a hardening reaction. Therefore, it will become a solid again when returned to normal temperature. In addition, examples of the thermoplastic silicone resin include commercially available RSN series such as RSN-0805 and RSN-0217 manufactured by Toray Dow Corning.

另外,本發明中,色轉換層中所含的樹脂的氧透過率較佳為0.1 cc/m2 ·day·atm以上。藉由該樹脂的氧透過率為0.1 cc/m2 ·day·atm以上,而成為色轉換層(波長轉換層)中含有氧的狀態。於色轉換層中的發光材料得到激發而發光的過程中,一部分所產生的發光材料的三重態激發狀態不穩定,發光材料自身劣化,而導致耐久性惡化。另一方面,於色轉換層中存在氧的情況下,激發能量快速地向氧移動,發光材料快速地恢復為穩定的基底狀態。因此,色轉換層中的發光材料的劣化得到抑制,結果,色轉換層的耐久性提升。In the present invention, the oxygen transmission rate of the resin contained in the color conversion layer is preferably 0.1 cc / m 2 · day · atm or more. When the oxygen transmission rate of this resin is 0.1 cc / m 2 · day · atm or more, a state where oxygen is contained in the color conversion layer (wavelength conversion layer) is obtained. During the process in which the light-emitting material in the color conversion layer is excited to emit light, the triplet excited state of a part of the light-emitting material generated is unstable, the light-emitting material itself is deteriorated, and durability is deteriorated. On the other hand, when oxygen is present in the color conversion layer, the excitation energy rapidly moves to oxygen, and the light-emitting material quickly returns to a stable base state. Therefore, deterioration of the light-emitting material in the color conversion layer is suppressed, and as a result, the durability of the color conversion layer is improved.

所述氧透過率較佳為10 cc/m2 ·day·atm以上,更佳為1000 cc/m2 ·day·atm以上。另一方面,作為所述氧透過率的上限,較佳為10000 cc/m2 ·day·atm以下。The oxygen transmission rate is preferably 10 cc / m 2 · day · atm or more, and more preferably 1000 cc / m 2 · day · atm or more. On the other hand, the upper limit of the oxygen transmittance is preferably 10,000 cc / m 2 · day · atm or less.

再者,氧透過率是指使用膜厚20微米的平面狀試驗片,於溫度20℃、濕度0%RH的條件下,使用膜康(MOCON)公司(美國)製造的氧透過率測定裝置(機型名:「歐克斯特蘭」(註冊商標)(「OXTRAN」2/20)),且基於日本工業標準(Japanese Industrial Standards,JIS)K7126-2(2006)中記載的電解感測器法進行測定時的值。The oxygen transmission rate is a flat test piece with a thickness of 20 micrometers, and an oxygen transmission rate measuring device (manufactured by MOCON) (USA) is used at a temperature of 20 ° C and a humidity of 0% RH. Model name: "Oxtran" (registered trademark) ("OXTRAN" 2/20)) and based on the electrolytic sensor described in Japanese Industrial Standards (JIS) K7126-2 (2006) Value at the time of measurement.

另外,於色轉換層由其他層被覆的情況下,有色轉換層中的氧量減少,導致耐久性惡化之虞。因此,與色轉換層鄰接的層較佳為空氣等含氧氣體的層。另外,於色轉換層由樹脂等層被覆的情況下,與色轉換層中的樹脂同樣地,該層的氧透過率較佳為0.1 cc/m2 ·day·atm以上。In addition, when the color conversion layer is covered with another layer, the amount of oxygen in the colored conversion layer decreases, which may result in deterioration of durability. Therefore, the layer adjacent to the color conversion layer is preferably a layer containing an oxygen-containing gas such as air. In addition, when the color conversion layer is covered with a layer such as a resin, the oxygen transmission rate of the layer is preferably 0.1 cc / m 2 · day · atm or more, as with the resin in the color conversion layer.

<其他添加劑>
本發明的色轉換部中,色轉換層可於無損本發明的效果的範圍內包含添加劑。作為添加劑的例子,具體而言,可列舉:分散穩定化劑、調平劑、抗氧化劑、阻燃劑、脫泡劑、塑化劑、交聯劑、硬化劑、紫外線吸收劑等耐光性穩定化劑、矽烷偶合劑等接著輔助劑等。
< Other additives >
In the color conversion section of the present invention, the color conversion layer may contain additives within a range that does not impair the effects of the present invention. Examples of the additives include, specifically, dispersion stabilizers, leveling agents, antioxidants, flame retardants, defoaming agents, plasticizers, cross-linking agents, hardeners, and ultraviolet absorbers, which stabilize light resistance. Chemical agents, silane coupling agents, and the like, and adjuvants.

另外,出於提高自色轉換層的光提取效率的目的,色轉換層可包含無機粒子。作為無機粒子的例子,具體而言,可列舉包含玻璃、二氧化鈦、氧化矽、氧化鋁、矽酮、氧化鋯、氧化鈰、氮化鋁、碳化矽、氮化矽、鈦酸鋇等的微粒子。該些可單獨使用,亦可併用兩種以上。其中,就容易獲取的觀點而言,較佳為氧化矽、氧化鋁、二氧化鈦、氧化鋯。In addition, for the purpose of improving the light extraction efficiency from the color conversion layer, the color conversion layer may include inorganic particles. Specific examples of the inorganic particles include fine particles including glass, titanium dioxide, silicon oxide, aluminum oxide, silicone, zirconia, cerium oxide, aluminum nitride, silicon carbide, silicon nitride, and barium titanate. These may be used alone or in combination of two or more. Among these, silicon oxide, aluminum oxide, titanium dioxide, and zirconia are preferred from the viewpoint of easy availability.

<色轉換層的製作方法>
於本發明中,如上所述,色轉換層設置於由色轉換部的隔離壁所形成的凹部內。作為將色轉換層設置於凹部內的方法,例如可列舉藉由以下方式而形成的方法:製備包含色轉換層的構成材料的墨水,利用旋塗法等塗佈法而形成於透明基板整面後,利用光微影法等實施圖案化。另外,並不限於所述光微影法,色轉換層亦可利用網版印刷法等而形成為圖案狀,或者亦可藉由噴墨法而形成為圖案狀。
<Method for Making Color Conversion Layer>
In the present invention, as described above, the color conversion layer is provided in the recessed portion formed by the partition wall of the color conversion portion. As a method of providing the color conversion layer in the recess, for example, a method of forming the color conversion layer by preparing an ink including a constituent material of the color conversion layer and forming the entire surface of the transparent substrate by a coating method such as a spin coating method is mentioned. Then, patterning is performed by a photolithography method or the like. In addition, the color conversion layer is not limited to the photolithography method, and the color conversion layer may be formed into a pattern using a screen printing method or the like, or may be formed into a pattern using an inkjet method.

<色轉換基板>
本發明中,色轉換基板為於透明基板上包括多個色轉換層者。另外,色轉換基板於該些多個色轉換層中的至少一者中包含吡咯亞甲基衍生物。該些多個色轉換層較佳為均包含吡咯亞甲基衍生物。另外,色轉換基板較佳為包含紅色轉換層及綠色轉換層作為色轉換層。紅色轉換層是由至少吸收藍色光而發出紅色光的螢光體材料所形成。綠色轉換層是由至少吸收藍色光而發出綠色光的螢光體材料所形成。另外,於色轉換基板的透明基板上可形成有隔離壁,色轉換層較佳為配置於透明基板上所形成的隔離壁與隔離壁之間(凹部)。色轉換基板可為自透明基板的相反側可視認到如下光者,所述光是使激發光自透明基板側入射至色轉換層,並藉由該色轉換層而得到色轉換的光。或者,色轉換基板亦可為自透明基板側可視認到如下光者,所述光是使激發光自色轉換層側入射至色轉換層,並藉由該色轉換層而得到色轉換的光。關於製成樣品來對色轉換基板進行測定時的量子產率,當對色轉換基板照射峰值波長為440 nm以上且460 nm以下的藍色光時,通常為0.5以上,較佳為0.7以上,更佳為0.8以上,進而佳為0.9以上。
<Color conversion substrate>
In the present invention, the color conversion substrate includes a plurality of color conversion layers on a transparent substrate. In addition, the color conversion substrate includes a pyrrole methylene derivative in at least one of the plurality of color conversion layers. The plurality of color conversion layers preferably each include a pyrrole methylene derivative. In addition, the color conversion substrate preferably includes a red conversion layer and a green conversion layer as the color conversion layer. The red conversion layer is formed of a phosphor material that absorbs at least blue light and emits red light. The green conversion layer is formed of a phosphor material that absorbs at least blue light and emits green light. In addition, a partition wall may be formed on the transparent substrate of the color conversion substrate, and the color conversion layer is preferably disposed between the partition wall and the partition wall (recessed portion) formed on the transparent substrate. The color conversion substrate may be one in which light is visible from the opposite side of the transparent substrate, and the light is made to cause the excitation light to enter the color conversion layer from the transparent substrate side, and the color conversion light is obtained by the color conversion layer. Alternatively, the color conversion substrate may be a light that is visible from the transparent substrate side, and the light is such that the excitation light is made incident on the color conversion layer from the color conversion layer side, and the color conversion light is obtained through the color conversion layer. . Regarding the quantum yield when a sample is made to measure a color conversion substrate, when the color conversion substrate is irradiated with blue light having a peak wavelength of 440 nm or more and 460 nm or less, it is usually 0.5 or more, preferably 0.7 or more, and more It is preferably 0.8 or more, and further preferably 0.9 or more.

<彩色濾光片>
進而,本發明的發光元件及色轉換基板較佳為如所述紅色彩色濾光片18R或綠色彩色濾光片18G(參照圖1、圖2)所例示般,具有彩色濾光片。彩色濾光片是用以透射可見光的特定波長區域而使透射光呈所期望的色相、及提升透射光的色純度的層。於色轉換基板未包括彩色濾光片的情況下,當利用色轉換層來轉換藍色光時,無法充分地截止來自激發光源的藍色光,因而於轉換光中混有藍色光,結果,無法選擇性獲得轉換光,有時無法獲得高色純度。因此,色轉換基板藉由使用彩色濾光片而選擇性地僅截止藍色光,從而能夠僅提取轉換光,結果,色純度提高。
< Color filter >
Furthermore, it is preferable that the light emitting element and the color conversion substrate of the present invention include a color filter as exemplified by the red color filter 18R or the green color filter 18G (see FIGS. 1 and 2). The color filter is a layer for transmitting a specific wavelength region of visible light so that the transmitted light has a desired hue and improving the color purity of the transmitted light. In the case where the color conversion substrate does not include a color filter, when the blue light is converted using the color conversion layer, the blue light from the excitation light source cannot be cut off sufficiently, so the blue light is mixed in the converted light. Conversion of light, sometimes high color purity cannot be obtained. Therefore, the color conversion substrate selectively cuts off only the blue light by using a color filter, so that only the converted light can be extracted, and as a result, the color purity is improved.

本發明的發光元件及色轉換基板中可使用的彩色濾光片可使用液晶顯示器等平板顯示器中所使用的材料來形成。作為此種材料,近年來常使用使顏料分散於光致抗蝕劑中所得的顏料分散型材料。作為彩色濾光片,較佳為使用透射400 nm以上且550 nm以下的波長範圍的光的藍色彩色濾光片、透射500 nm以上且600 nm以下的波長範圍的光的綠色彩色濾光片、透射500 nm以上的波長範圍的光的黃色彩色濾光片、或者透射600 nm以上的波長範圍的光的紅色彩色濾光片等。另外,彩色濾光片可與色轉換部隔開而積層,亦可一體化地積層。另外,可於色轉換基板上形成彩色濾光片,亦可獨立於色轉換基板而製作彩色濾光片,並將該些色轉換基板與彩色濾光片基板重合。另外,較佳為自光源依序以色轉換部、彩色濾光片的順序積層。The color filter usable in the light emitting element and the color conversion substrate of the present invention can be formed using a material used in a flat panel display such as a liquid crystal display. As such a material, a pigment-dispersed material obtained by dispersing a pigment in a photoresist is often used in recent years. The color filter is preferably a blue color filter that transmits light in a wavelength range of 400 nm to 550 nm, and a green color filter that transmits light in a wavelength range of 500 nm to 600 nm. , A yellow color filter that transmits light in a wavelength range of 500 nm or more, or a red color filter that transmits light in a wavelength range of 600 nm or more. In addition, the color filter may be laminated separately from the color conversion section, or may be laminated integrally. In addition, a color filter may be formed on the color conversion substrate, or a color filter may be manufactured independently of the color conversion substrate, and the color conversion substrates and the color filter substrate may be overlapped. In addition, it is preferable that the light conversion layer and the color filter are laminated in this order from the light source.

作為本發明的彩色濾光片,較佳為包含色材及黏合劑樹脂的彩色濾光片形成用組成物的硬化物,更佳為包含色材、黏合劑樹脂、反應性單體及光聚合起始劑的彩色濾光片形成用組成物的硬化物。作為色材,可列舉顏料或染料等。作為顏料,可列舉有機顏料、無機顏料。色材可為含有該些中的兩種以上者。該些中,較佳為有機顏料、染料,該情況下,可提升彩色濾光片的透光性。The color filter of the present invention is preferably a cured product of a color filter forming composition containing a color material and a binder resin, and more preferably a color material, a binder resin, a reactive monomer, and photopolymerization. The hardened | cured material of the color filter formation composition of an initiator. Examples of the color material include pigments and dyes. Examples of the pigment include organic pigments and inorganic pigments. The color material may include two or more of these. Among these, organic pigments and dyes are preferred. In this case, the light transmittance of the color filter can be improved.

作為紅色色材的有機顏料,例如可列舉C.I.顏料紅9、48、97、122、123、144、149、166、168、177、179、180、192、209、215、216、217、220、223、224、226、227、228、240、254、255、256、257、258,260、261、264、266、267、268、269、273、274、291等。Examples of the organic pigment of the red color material include CI Pigment Red 9, 48, 97, 122, 123, 144, 149, 166, 168, 177, 179, 180, 192, 209, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240, 254, 255, 256, 257, 258, 260, 261, 264, 266, 267, 268, 269, 273, 274, 291, etc.

作為黃色色材的有機顏料,可列舉C.I.顏料黃12、13、17、20、24、83、86、93、95、109、110、117、125、129、137、138、139、147、148、150、153、154、166、168、180、185、231等。Examples of the organic pigment of the yellow color material include CI Pigment Yellow 12, 13, 17, 20, 24, 83, 86, 93, 95, 109, 110, 117, 125, 129, 137, 138, 139, 147, 148 , 150, 153, 154, 166, 168, 180, 185, 231, etc.

作為其他顏色的色材,可列舉C.I.顏料橙13、31、36、38、40、42、43、51、55、59、61、64、65、71等橙色顏料等。Examples of color materials of other colors include orange pigments such as C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71.

作為染料,例如可列舉油溶性染料、酸性染料、直接染料、鹼性染料、酸性媒染染料等。所述染料可色澱化,亦可製成染料與含氮化合物的成鹽化合物。具體而言,例如可列舉:偶氮系染料、苯并醌系染料、萘醌系染料、蒽醌系染料、呫噸系染料、花青系染料、方酸內鎓系染料、克酮鎓(croconium)系染料、部花青系染料、二苯乙烯系染料、二芳基甲烷系染料、三芳基甲烷系染料、螢烷系染料、螺吡喃系染料、酞青系染料、靛藍系染料、俘精酸酐(fulgide)系染料、鎳錯合物系染料、薁系染料等。Examples of the dye include an oil-soluble dye, an acid dye, a direct dye, a basic dye, and an acid mordant dye. The dye can be laked or made into a salt-forming compound of the dye and a nitrogen-containing compound. Specific examples include azo-based dyes, benzoquinone-based dyes, naphthoquinone-based dyes, anthraquinone-based dyes, xanthene-based dyes, cyanine-based dyes, squarylium-based dyes, and ketonium ( croconium) dyes, merocyanine dyes, stilbene dyes, diarylmethane dyes, triarylmethane dyes, fluorane dyes, spiropyran dyes, phthalocyanine dyes, indigo dyes, Fulgide dyes, nickel complex dyes, perylene dyes, and the like.

作為綠色彩色濾光片中可使用的色材,例如可列舉:C.I.顏料綠1、2、4、7、8、10、13、14、15、17、18、19、26、36、45、48、50、51、54、55、58、59;或C.I.顏料黃1、1:1、2、3、4、5、6、9、10、12、13、14、16、17、24、31、32、34、35、35:1、36、36:1、37、37:1、40、41、42、43、48、53、55、61、62、62:1、63、65、73、74、75、81、83、87、93、94、95、97、100、101、104、105、108、109、110、111、116、117、119、120、126、127、127:1、128、129、133、134、136、138、139、142、147、148、150、151、153、154、155、157、158、159、160、161、162、163、164、165、166、167、168、169、170、172、173、174、175、176、180、181、182、183、184、185、188、189、190、191、191:1、192、193、194、195、196、197、198、199、200、202、203、204、205、206、207、211、213、218、220、221、228;C.I.顏料藍15、15:1、15:2、15:3、15:4、15:5、15:6、16、60等顏料。Examples of color materials that can be used in the green color filter include CI Pigment Green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 45, 48, 50, 51, 54, 55, 58, 59; or CI Pigment Yellow 1, 1: 1, 2, 3, 4, 5, 6, 9, 10, 12, 13, 14, 16, 17, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 41, 42, 43, 48, 53, 55, 61, 62, 62: 1, 63, 65, 73, 74, 75, 81, 83, 87, 93, 94, 95, 97, 100, 101, 104, 105, 108, 109, 110, 111, 116, 117, 119, 120, 126, 127, 127: 1, 128, 129, 133, 134, 136, 138, 139, 142, 147, 148, 150, 151, 153, 154, 155, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 172, 173, 174, 175, 176, 180, 181, 182, 183, 184, 185, 188, 189, 190, 191, 191: 1, 192, 193, 194, 195, 196, 197, 198, 199, 200, 202, 203, 204, 205, 206, 207, 211, 213, 218, 220, 221, 228; CI Pigment Blue 15, 15: 1, 15: 2, 15 : 3, 15: 4, 15: 5, 15: 6, 16, 60, etc. .

作為藍色彩色濾光片中可使用的色材,例如可列舉:C.I.顏料藍15、15:3、15:4、15:6、16、22、60、64等藍色顏料;C.I.顏料紫19、23、29、30、32、37、40、50等紫色顏料;酸性紅59、289;日本專利特開2011-032298號公報中示出的色材等。Examples of color materials that can be used in the blue color filter include blue pigments such as CI Pigment Blue 15, 15: 3, 15: 4, 15: 6, 16, 22, 60, and 64; CI Pigment Purple 19, 23, 29, 30, 32, 37, 40, 50 and other purple pigments; Acid Red 59, 289; the color materials shown in Japanese Patent Laid-Open No. 2011-032298.

該些色材可溶解於彩色濾光片形成用組成物中,亦可作為粒子而分散。該些色材中,就進一步提升亮度的觀點而言,彩色濾光片(尤其是紅色彩色濾光片)較佳為包含紅色色材及黃色色材。進而,該黃色色材更佳為C.I.顏料黃138、C.I.顏料黃139、C.I.顏料黃150、C.I.顏料黃180、C.I.顏料黃185及C.I.顏料黃231中的至少一者。These color materials can be dissolved in the composition for forming a color filter, and can also be dispersed as particles. Among these color materials, from the viewpoint of further improving the brightness, the color filter (especially the red color filter) preferably includes a red color material and a yellow color material. Furthermore, the yellow color material is more preferably at least one of C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 180, C.I. Pigment Yellow 185, and C.I. Pigment Yellow 231.

本發明的色轉換基板藉由利用色轉換層來吸收紅色以外的光,而使紅色區域的光強度增大。因此,色轉換基板藉由包含如上所述的色材,而可提升經色轉換層所轉換的色彩的波長選擇性,並進一步提高色純度。The color conversion substrate of the present invention uses a color conversion layer to absorb light other than red, thereby increasing the light intensity in the red region. Therefore, by including the color material as described above, the color conversion substrate can improve the wavelength selectivity of the color converted by the color conversion layer, and further improve the color purity.

作為黏合劑樹脂,較佳為防止色材的凝聚,可將色材等均勻地分散於彩色濾光片層內者。具體而言,作為黏合劑樹脂,可列舉上文中作為色轉換層中所含的樹脂而例示者。As the binder resin, a color material is preferably prevented from being aggregated, and the color material or the like can be uniformly dispersed in the color filter layer. Specifically, examples of the binder resin include those described above as the resin contained in the color conversion layer.

另外,本發明中,於將彩色濾光片層的膜厚設為T1、將色轉換層的膜厚設為T2的情況下,T1+T2較佳為2 μm以上且8 μm以下。藉由將T1+T2設為2 μm以上,可進一步提高色純度。另一方面,藉由將T1+T2設為8 μm以下,可進一步提升彩色濾光片層及色轉換層的圖案加工性。In the present invention, when the film thickness of the color filter layer is T1 and the film thickness of the color conversion layer is T2, T1 + T2 is preferably 2 μm or more and 8 μm or less. By setting T1 + T2 to be 2 μm or more, the color purity can be further improved. On the other hand, by setting T1 + T2 to 8 μm or less, the pattern processability of the color filter layer and the color conversion layer can be further improved.

另外,T1/T2的比較佳為0.5以上且3以下。藉由將T1/T2設為0.5以上,可更有效果地發揮色轉換層的效果。另一方面,藉由將T1/T2設為3以下,可進一步提升彩色濾光片層及色轉換層的圖案加工性。另外,可抑制自斜向觀察時的與其他色的混色而進一步提高色純度。The T1 / T2 ratio is preferably 0.5 or more and 3 or less. By setting T1 / T2 to 0.5 or more, the effect of the color conversion layer can be exerted more effectively. On the other hand, by setting T1 / T2 to 3 or less, the pattern processability of the color filter layer and the color conversion layer can be further improved. In addition, it is possible to suppress color mixing with other colors during oblique observation and further improve color purity.

彩色濾光片層及色轉換層的各層的厚度可藉由使用觸針式膜厚測定裝置來測定階差的高度而算出。更具體而言,對彩色濾光片層或色轉換層的一部分,利用針等劃出劃痕,並將基板等下層剝去,自彩色濾光片層或色轉換層的上方垂直地使用觸針式膜厚計來觀察,藉此而可求出作為對象的層的厚度。The thickness of each of the color filter layer and the color conversion layer can be calculated by measuring the height of the step using a stylus-type film thickness measuring device. More specifically, a part of the color filter layer or the color conversion layer is scratched with a needle or the like, and the lower layer such as the substrate is peeled off, and a touch is used vertically from above the color filter layer or the color conversion layer. The thickness of a target layer can be calculated | required by observation with a pin-type film thickness meter.

另外,本發明中,於將彩色濾光片層的線寬設為W1、將色轉換層的線寬設為W2的情況下,W1-W2較佳為1 μm以上且30 μm以下。藉由將W1-W2設為1 μm以上,可抑制自斜向觀察時色轉換層對穿過其他色的著色層的光的影響,進一步提高色純度或明度。另一方面,藉由將W1-W2設為30 μm以下,可提高穿過色轉換層且穿過彩色濾光片的光的比例,進一步提升亮度或色純度。彩色濾光片層及色轉換層的各層的線寬可使用光學顯微鏡,以倍率100倍來對彩色濾光片層或色轉換層的圖案進行放大觀察而測定。In the present invention, when the line width of the color filter layer is W1 and the line width of the color conversion layer is W2, W1-W2 is preferably 1 μm or more and 30 μm or less. By setting W1-W2 to 1 μm or more, it is possible to suppress the influence of the color conversion layer on light passing through the colored layers of other colors when obliquely viewed, and further improve color purity or brightness. On the other hand, by setting W1-W2 to 30 μm or less, the proportion of light that passes through the color conversion layer and passes through the color filter can be increased, and brightness or color purity can be further improved. The line width of each layer of the color filter layer and the color conversion layer can be measured by magnifying and observing the pattern of the color filter layer or the color conversion layer at a magnification of 100 times using an optical microscope.

另外,本發明的色轉換基板亦可更包括設置於色彩互不相同的各彩色濾光片間的樹脂黑色矩陣、及覆蓋基板上的彩色濾光片等各構成部的外塗層。作為外塗層,例如可列舉包含環氧樹脂、丙烯酸環氧樹脂、丙烯酸樹脂、矽氧烷樹脂、聚醯亞胺樹脂、含矽聚醯亞胺樹脂、聚醯亞胺矽氧烷樹脂等的膜等。In addition, the color conversion substrate of the present invention may further include a resin black matrix provided between the color filters having different colors from each other, and an overcoat layer that covers each component such as a color filter on the substrate. Examples of the overcoat layer include epoxy resin, acrylic epoxy resin, acrylic resin, siloxane resin, polyimide resin, silicon-containing polyimide resin, polyimide siloxane resin, and the like. Film, etc.

作為形成樹脂黑色矩陣的材料,例如可列舉含有丙烯酸樹脂、聚醯亞胺樹脂等黏合劑樹脂及黑色顏料的材料。作為黑色顏料,例如可列舉C.I.顏料黑7、碳黑、石墨、氧化鐵、氧化錳、鈦黑等。樹脂黑色矩陣可含有該些中的兩種以上,亦可更含有其他顏色的顏料。黑色顏料可為經表面處理者。樹脂黑色矩陣的厚度較佳為0.5 μm以上且2 μm以下。Examples of the material forming the resin black matrix include materials containing a binder resin such as an acrylic resin and a polyimide resin, and a black pigment. Examples of the black pigment include C.I. Pigment Black 7, carbon black, graphite, iron oxide, manganese oxide, and titanium black. The resin black matrix may contain two or more of these, and may further contain pigments of other colors. Black pigments can be surface treated. The thickness of the resin black matrix is preferably 0.5 μm or more and 2 μm or less.

<密封層>
為了防止光源等元件的有機層或電極的氧化,本發明的發光元件亦可於元件上具有密封層。對於密封層,為了防止濕氣侵入,可使用市售的低吸濕性的光硬化性接著劑、環氧系接著劑、矽酮系接著劑、交聯乙烯-乙酸乙烯酯共聚物接著劑片等接著性樹脂層來接著玻璃板等密封板。藉此而將密封層密封。作為該密封板,除玻璃板以外,亦可使用金屬板、塑膠板等。
< Sealing layer >
In order to prevent oxidation of an organic layer or an electrode of an element such as a light source, the light-emitting element of the present invention may have a sealing layer on the element. For the sealing layer, in order to prevent moisture intrusion, commercially available low hygroscopic photocuring adhesives, epoxy-based adhesives, silicone-based adhesives, and crosslinked ethylene-vinyl acetate copolymer adhesive sheets can be used. A sealing resin layer such as a glass plate is adhered to the adhesive resin layer. This seals the sealing layer. As the sealing plate, in addition to a glass plate, a metal plate, a plastic plate, or the like may be used.

<顯示器>
本發明的實施形態的發光元件可用於有機EL顯示器、微型LED顯示器、部分驅動型LED背光液晶顯示器等顯示器中。本發明的實施形態的顯示器至少包括以上所述的發光元件。作為可應用於本發明的顯示器中的發光元件,代表例可列舉以下所示者等。例如,可應用於有機EL顯示器的發光元件為包括部分驅動型的藍色有機電場發光元件光源、色轉換部及彩色濾光片者。可應用於微型LED顯示器的發光元件為包括部分驅動型的藍色LED光源、色轉換部及彩色濾光片者。可應用於部分驅動型藍色LED背光液晶顯示器的發光元件為包括部分驅動型的藍色LED背光、色轉換部、液晶層及彩色濾光片者。
[實施例]
< Display >
The light emitting element according to the embodiment of the present invention can be used in displays such as an organic EL display, a micro LED display, and a partially driven LED backlight liquid crystal display. A display according to an embodiment of the present invention includes at least the light-emitting element described above. As a light-emitting element applicable to the display of this invention, the following are mentioned as a typical example. For example, a light-emitting element that can be applied to an organic EL display includes a partially-driven blue organic electric field light-emitting element light source, a color conversion section, and a color filter. The light-emitting element that can be applied to a micro-LED display includes a partially driven blue LED light source, a color conversion section, and a color filter. The light-emitting element applicable to the partially-driven blue LED backlight liquid crystal display includes a partially-driven blue LED backlight, a color conversion section, a liquid crystal layer, and a color filter.
[Example]

以下,使用具體的實施例來對本發明及效果進行說明,但下述實施例並不限定本發明的應用範圍。另外,下述實施例及比較例中的評價方法如下所示。Hereinafter, the present invention and its effects will be described using specific examples, but the following examples do not limit the scope of application of the present invention. The evaluation methods in the following examples and comparative examples are as follows.

(BT2020覆蓋率評價)
於BT2020覆蓋率評價中,對各色的由後述實施例及比較例所製作的有機EL顯示器,以10 mA/cm2 來驅動,利用拓普康(Topcon)製造的分光放射計SR-LEDW來測定各色的色度。根據所獲得的色度來求出國際照明學會(Commission International Eclairage,CIE)u'v'色度座標的BT2020標準覆蓋率。若BT2020標準覆蓋率為80%以上則視為良好,若為90%以上則視為極其良好。
(BT2020 coverage evaluation)
In the BT2020 coverage evaluation, the organic EL displays of each color manufactured in the examples and comparative examples described below were driven at 10 mA / cm 2 and measured using a spectroradiometer SR-LEDW manufactured by Topcon. Chroma of each color. Based on the obtained chromaticity, the BT2020 standard coverage ratio of the u'v 'chromaticity coordinate of the Commission International Eclairage (CIE) was obtained. If the BT2020 standard coverage is 80% or more, it is considered good, and if it is 90% or more, it is considered extremely good.

(耐久性評價)
於耐久性評價中,測定由後述實施例及比較例所製作的有機EL顯示器的全點燈時(白色)的色度變化,耐久性評價中使用自CIEu'v'的初始值至變化±0.01為止的時間。
(Durability evaluation)
In the durability evaluation, the chromaticity change at the time of full lighting (white) of the organic EL displays produced in the examples and comparative examples described later was measured. The durability was evaluated from the initial value of CIEu'v 'to a change of ± 0.01 Time until now.

(實施例1)
以下,對本發明的色轉換基板及應用其的有機EL顯示器的製作例進行說明。於本發明的實施例1中,將畫素數設為160×120×RGB、將畫素間距設為0.33 mm來形成有機EL顯示器。
(Example 1)
Hereinafter, a production example of the color conversion substrate of the present invention and an organic EL display using the same will be described. In Example 1 of the present invention, an organic EL display was formed by setting the number of pixels to 160 × 120 × RGB and the pixel pitch to 0.33 mm.

(色轉換基板的製作)
(第一項目:隔離壁的製作)
於第一項目中,對實施例1的色轉換基板的隔離壁的製作方法進行說明。於該隔離壁的製作方法中,於透明基板(康寧1737玻璃:50×50×1.1 mm)上,旋塗VPA204/P5.4-2(新日鐵化學公司製造)來作為隔離壁材料,並介隔形成格子狀的圖案般的光罩來進行紫外線曝光,於利用2%碳酸鈉水溶液進行顯影後,以200℃進行烘烤,形成透明的隔離壁(膜厚25 μm)的圖案。
(Production of color conversion substrate)
(First project: production of the wall)
In the first item, a method for manufacturing the partition wall of the color conversion substrate of Example 1 will be described. In the manufacturing method of the separation wall, VPA204 / P5.4-2 (manufactured by Nippon Steel Chemical Co., Ltd.) was spin-coated on a transparent substrate (Corning 1737 glass: 50 × 50 × 1.1 mm) as a separation wall material, UV exposure was performed through a grid-like patterned photomask, and after developing with a 2% sodium carbonate aqueous solution, baking was performed at 200 ° C to form a pattern of a transparent partition wall (film thickness 25 μm).

(第二項目:紅色轉換層的製作)
於第二項目中,對實施例1的色轉換基板的紅色轉換層的製作方法進行說明。於該紅色轉換層的製作方法中,於四氫萘溶媒中混合紅色吡咯亞甲基衍生物RD-1(0.2重量%)與聚甲基丙烯酸甲酯(polymethyl methacrylate,PMMA)(可樂麗(Kuraray)製造)(3重量%),製備墨水。該PMMA的氧透過率為約6000。使用噴墨法,使所製備的墨水於氮環境中附著於所述透明基板的紅色轉換層區域的表面。其後,將該透明基板於200℃下乾燥30分鐘,製作膜厚300 nm的紅色轉換層。
(Second item: production of red conversion layer)
In the second item, a method for manufacturing the red conversion layer of the color conversion substrate of Example 1 will be described. In the method for manufacturing the red conversion layer, a red pyrrole methylene derivative RD-1 (0.2% by weight) and a polymethyl methacrylate (PMMA) (Kuraray ) (3% by weight) to prepare ink. The PMMA has an oxygen transmission rate of about 6000. Using the inkjet method, the prepared ink was caused to adhere to the surface of the red conversion layer region of the transparent substrate in a nitrogen environment. Thereafter, the transparent substrate was dried at 200 ° C. for 30 minutes to prepare a red conversion layer having a film thickness of 300 nm.

(第三項目:綠色轉換層的製作)
於第三項目中,對實施例1的色轉換基板的綠色轉換層的製作方法進行說明。於該綠色轉換層的製作方法中,於四氫萘溶媒中混合綠色吡咯亞甲基衍生物GD-1(1.5重量%)與聚甲基丙烯酸甲酯(PMMA)(可樂麗公司製造)(3重量%),製備墨水。使用噴墨法,將所製備的墨水於氮環境中附著於所述透明基板的綠色轉換層區域的表面。其後,將該透明基板於200℃下乾燥30分鐘,製作膜厚300 nm的綠色轉換層。
(Third item: production of green conversion layer)
In the third item, a method for manufacturing the green conversion layer of the color conversion substrate of Example 1 will be described. In the manufacturing method of the green conversion layer, a green pyrrole methylene derivative GD-1 (1.5% by weight) and polymethyl methacrylate (PMMA) (made by Kuraray) are mixed in a tetrahydronaphthalene solvent (3 % By weight) to prepare an ink. Using the inkjet method, the prepared ink was attached to a surface of a green conversion layer region of the transparent substrate in a nitrogen environment. Thereafter, the transparent substrate was dried at 200 ° C. for 30 minutes to prepare a green conversion layer having a film thickness of 300 nm.

(第四項目:彩色濾光片的製作)
於第四項目中,對實施例1的色轉換基板的彩色濾光片的製作方法進行說明。於該彩色濾光片的製作方法中,對進行了所述第一項目至第三項目的處理的透明基板,使用旋塗法來塗佈紅色彩色濾光片材料(富士軟片電子材料(FUJIFILM Electronic Materials)公司製造:彩色馬賽克(Color Mosaic)CR-7001)。對所形成的塗膜,藉由光微影法來實施圖案化。藉此,於所述紅色轉換層上製作具有線寬0.1 mm、間距0.33 mm、膜厚2 μm的線圖案的紅色彩色濾光片。
(Fourth project: production of color filters)
In the fourth item, a method for manufacturing a color filter of the color conversion substrate of Example 1 will be described. In the method for manufacturing a color filter, a red color filter material (FUJIFILM Electronic material (FUJIFILM Electronic) Materials) Company: Color Mosaic CR-7001). The formed coating film was patterned by a photolithography method. Thereby, a red color filter having a line pattern with a line width of 0.1 mm, a pitch of 0.33 mm, and a film thickness of 2 μm was fabricated on the red conversion layer.

其次,使用綠色彩色濾光片材料(富士軟片電子材料公司製造:彩色馬賽克(Color Mosaic)CG-7001),除此以外,使用與紅色彩色濾光片相同的方法,於所述綠色轉換層上製作綠色彩色濾光片。所製作的綠色彩色濾光片與所述紅色彩色濾光片同樣地,為具有線寬0.1 mm、間距0.33 mm、膜厚2 μm的線圖案者。藉由以上而製作包括透射藍色光的畫素、於紅色轉換層上具有紅色彩色濾光片的畫素、及於綠色轉換層上具有綠色彩色濾光片的畫素的色轉換基板。Next, a green color filter material (manufactured by Fujifilm Electronic Materials Co., Ltd .: Color Mosaic CG-7001) was used, except that the same method as the red color filter was used on the green conversion layer Make a green color filter. Like the red color filter, the produced green color filter is a line pattern having a line width of 0.1 mm, a pitch of 0.33 mm, and a film thickness of 2 μm. In this way, a color conversion substrate including pixels transmitting blue light, pixels having a red color filter on a red conversion layer, and pixels having a green color filter on a green conversion layer is produced.

(有機EL元件的製作)
接下來,對實施例1的有機EL基板的製作方法進行說明。於該有機EL基板的製作方法中,對應於在藉由以上而製作出的色轉換基板上圖案化的畫素形狀,於有機EL用基板上排列TFT。繼而,對該基板使用濺鍍法而形成Ag膜後,將ITO透明導電膜以165 nm的厚度形成為圖案狀。利用「Semico Clean 56」(商品名,古內化學公司製造)對所獲得的基板進行15分鐘超音波清洗後,利用超純水進行清洗。於即將在該基板上製作有機EL元件之前,對該基板進行1小時UV-臭氧處理,設置於真空蒸鍍裝置內,進行排氣直至該裝置內的真空度成為5×10-4 Pa以下為止。藉由電阻加熱法,首先蒸鍍5 nm的化合物HAT-CN6 來作為電洞注入層,繼而蒸鍍50 nm的化合物HT-1來作為電洞傳輸層。其次,以摻雜濃度成為5重量%的方式且以20 nm的厚度蒸鍍作為主體材料的化合物H-1、作為藍色摻雜材料的化合物BD-1來作為發光層。進而,使用作為施體性材料的化合物2E-1,且使用作為電子傳輸層的化合物ET-1,以化合物ET-1與化合物2E-1的蒸鍍速度比成為1:1的方式積層為35 nm的厚度。其次,蒸鍍0.5 nm的化合物2E-1來作為電子注入層後,將鎂與銀共蒸鍍60 nm而製成陰極,將三(8-羥基喹啉)鋁(Alq3 )蒸鍍為60 nm的厚度。將密封玻璃基板接著於結束了成膜的基板,從而獲得能夠部分驅動的頂部發光型的有機EL基板。
(Fabrication of organic EL elements)
Next, a method for manufacturing the organic EL substrate of Example 1 will be described. In this method for producing an organic EL substrate, the TFTs are arranged on the organic EL substrate corresponding to the pixel shape patterned on the color conversion substrate produced in the above manner. Next, an Ag film was formed on the substrate using a sputtering method, and then an ITO transparent conductive film was formed in a pattern with a thickness of 165 nm. The obtained substrate was subjected to ultrasonic cleaning for 15 minutes using "Semico Clean 56" (trade name, manufactured by Kone Chemical Co., Ltd.), and then cleaned with ultrapure water. Immediately before the organic EL element is fabricated on the substrate, the substrate is subjected to UV-ozone treatment for 1 hour, is set in a vacuum evaporation device, and is exhausted until the vacuum degree in the device becomes 5 × 10 -4 Pa or less. . By the resistance heating method, the compound HAT-CN 6 at 5 nm was first evaporated as a hole injection layer, and the compound HT-1 at 50 nm was then evaporated as a hole transport layer. Next, a compound H-1 as a host material and a compound BD-1 as a blue doping material were vapor-deposited so that the doping concentration became 5% by weight and a thickness of 20 nm was used as a light-emitting layer. Furthermore, using compound 2E-1 as a donor material and compound ET-1 as an electron-transporting layer, the stacking ratio was 35 such that the vapor deposition rate ratio of compound ET-1 and compound 2E-1 was 1: 1. nm thickness. Next, after depositing 0.5 nm of compound 2E-1 as an electron injection layer, magnesium and silver were co-evaporated at 60 nm to prepare a cathode, and tris (8-hydroxyquinoline) aluminum (Alq 3 ) was evaporated to 60. nm thickness. The sealing glass substrate was adhered to the substrate on which film formation was completed, thereby obtaining a top-emission type organic EL substrate capable of being partially driven.

(有機EL顯示器的製作)
接下來,對實施例1的有機EL顯示器的製作方法進行說明。於該有機EL顯示器的製作方法中,貼合如上所述所製作的色轉換基板及有機EL基板,藉此而製作有機EL顯示器。使用所製作的有機EL顯示器來測定各色的色度,結果CIEu'v'色度座標的BT2020標準覆蓋率為88.2%。另外,測定該有機EL顯示器的全點燈時(白色)的色度變化,結果自CIEu'v'的初始值至變化±0.01為止的時間為120小時。將該實施例1的評價結果示於後述表2中。
(Production of organic EL display)
Next, a method of manufacturing the organic EL display of Example 1 will be described. In the method for manufacturing an organic EL display, the color conversion substrate and the organic EL substrate manufactured as described above are bonded together, thereby manufacturing an organic EL display. The chromaticity of each color was measured using the produced organic EL display. As a result, the BT2020 standard coverage of the CIEu'v 'chromaticity coordinate was 88.2%. In addition, when the chromaticity change of the organic EL display at full lighting (white) was measured, the time from the initial value of CIEu'v 'to the change of ± 0.01 was 120 hours. The evaluation results of Example 1 are shown in Table 2 described later.

(實施例2~實施例8、比較例1)
接下來,對本發明的實施例2~實施例8及相對於本發明的比較例1進行說明。於實施例2~實施例8及比較例1中,使用表2所記載的化合物,除此以外,以與實施例1相同的方式製作發光元件及顯示器並進行評價。將實施例2~實施例8及比較例1的各評價結果示於表2中。
(Example 2 to Example 8, Comparative Example 1)
Next, Examples 2 to 8 of the present invention and Comparative Example 1 with respect to the present invention will be described. A light-emitting element and a display were produced and evaluated in the same manner as in Example 1 except that the compounds described in Table 2 were used in Examples 2 to 8 and Comparative Example 1. The evaluation results of Examples 2 to 8 and Comparative Example 1 are shown in Table 2.

[表2]
[Table 2]

再者,所述實施例1~實施例8及比較例1中可適當使用的紅色吡咯亞甲基衍生物RD-1、綠色吡咯亞甲基衍生物GD-1~GD-7、及化合物BD-1、BD-2、HAT-CN6 、HT-1、H-1、ET-1、2E-1、DPVBi、DCJTB為以下所示的化合物。In addition, the red pyrrole methylene derivative RD-1, the green pyrrole methylene derivative GD-1 to GD-7, and the compound BD which can be used suitably in Examples 1 to 8 and Comparative Example 1 -1, BD-2, HAT-CN 6 , HT-1, H-1, ET-1, 2E-1, DPVBi, and DCJTB are the compounds shown below.

[化33]
[Chemical 33]

[化34]

[產業上之可利用性]
[Chem 34]

[Industrial availability]

如上所述,本發明的發光元件、顯示器及色轉換基板適於維持響應速度及對比度,並且兼具色彩再現性的提升與高耐久性。As described above, the light-emitting element, display, and color conversion substrate of the present invention are suitable for maintaining response speed and contrast, and have both improved color reproducibility and high durability.

11、21‧‧‧發光元件11, 21‧‧‧ Light-emitting element

12‧‧‧有機EL基板 12‧‧‧Organic EL substrate

13‧‧‧有機EL元件 13‧‧‧Organic EL element

14、24‧‧‧透明基板 14, 24‧‧‧ transparent substrate

15‧‧‧密封層 15‧‧‧Sealing layer

16、26‧‧‧色轉換基板 16, 26‧‧‧ color conversion substrate

17G、27G‧‧‧綠色轉換層 17G, 27G‧‧‧ green conversion layer

17R、27R‧‧‧紅色轉換層 17R, 27R‧‧‧Red conversion layer

18G、28G‧‧‧綠色彩色濾光片 18G, 28G‧‧‧ green color filter

18R、28R‧‧‧紅色彩色濾光片 18R, 28R‧‧‧Red color filter

19、29‧‧‧隔離壁 19, 29‧‧‧ wall

22‧‧‧LED基板 22‧‧‧LED Substrate

23‧‧‧LED 23‧‧‧LED

110、210‧‧‧基板 110, 210‧‧‧ substrate

圖1為表示本發明的實施形態的發光元件的第一例的構成的示意剖面圖。FIG. 1 is a schematic cross-sectional view showing a configuration of a first example of a light emitting element according to an embodiment of the present invention.

圖2為表示本發明的實施形態的發光元件的第二例的構成的示意剖面圖。 FIG. 2 is a schematic cross-sectional view showing a configuration of a second example of a light-emitting element according to an embodiment of the present invention.

Claims (28)

一種發光元件,其特徵在於,包括: 多個光源,所述多個光源能夠部分驅動;以及 色轉換部,所述色轉換部對於所述多個光源中的至少一部分,對來自所述光源的入射光的至少一部分進行轉換而發出與所述入射光不同的波長區域的出射光,且 所述色轉換部包含吡咯亞甲基衍生物。A light-emitting element, comprising: Multiple light sources that can be partially driven; and A color conversion unit that converts at least a portion of the plurality of light sources to at least a portion of incident light from the light source to emit light in a wavelength region different from the incident light, and The color conversion portion includes a pyrrole methylene derivative. 如申請專利範圍第1項所述的發光元件,其中 所述光源的發光為藍色光或藍綠色光的發光。The light-emitting element according to item 1 of the scope of patent application, wherein The light emission of the light source is the emission of blue light or blue-green light. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述色轉換部包括: 隔離壁,對應於所述多個光源的圖案形狀而形成凹部;以及 色轉換層,形成於所述凹部。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The color conversion section includes: A partition wall forming a recessed portion corresponding to the pattern shape of the plurality of light sources; and A color conversion layer is formed in the concave portion. 如申請專利範圍第3項所述的發光元件,其中 所述色轉換層包含發出彼此不同的波長區域的出射光的兩種以上的色轉換層。The light-emitting element according to item 3 of the scope of patent application, wherein The color conversion layer includes two or more color conversion layers that emit outgoing light in different wavelength regions. 如申請專利範圍第3項所述的發光元件,其中 所述凹部中包含未形成有所述色轉換層的一部分。The light-emitting element according to item 3 of the scope of patent application, wherein The recess includes a portion where the color conversion layer is not formed. 如申請專利範圍第1項或第2項所述的發光元件,其 更包括彩色濾光片。The light-emitting element according to item 1 or item 2 of the patent application scope, which It also includes color filters. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述多個光源為發光二極體。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The plurality of light sources are light emitting diodes. 如申請專利範圍第7項所述的發光元件,其中 所述發光二極體具有氮化鎵系化合物半導體。The light-emitting element according to item 7 of the scope of patent application, wherein The light-emitting diode includes a gallium nitride-based compound semiconductor. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述多個光源為有機電場發光元件,所述有機電場發光元件具有存在於陽極與陰極之間的有機層,且藉由電能而發光。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The plurality of light sources are organic electric field light emitting elements. The organic electric field light emitting element has an organic layer existing between the anode and the cathode, and emits light by electric energy. 如申請專利範圍第9項所述的發光元件,其中 所述有機電場發光元件為頂部發光型的有機電場發光元件。The light-emitting element according to item 9 of the scope of patent application, wherein The organic electric field light emitting element is a top emission type organic electric field light emitting element. 如申請專利範圍第9項所述的發光元件,其中 所述有機層具有主體材料及摻雜材料,且 所述摻雜材料含有選自硼錯合物系摻雜材料、芘系摻雜材料、䓛系摻雜材料、苯并熒蒽系摻雜材料及胺系摻雜材料中的至少一種材料。The light-emitting element according to item 9 of the scope of patent application, wherein The organic layer has a host material and a doping material, and The doping material contains at least one material selected from the group consisting of a boron complex doping material, a erbium doping material, a erbium doping material, a benzofluoranthene doping material, and an amine doping material. 如申請專利範圍第9項所述的發光元件,其中 所述有機層具有主體材料及摻雜材料,且 所述主體材料含有蒽系主體材料。The light-emitting element according to item 9 of the scope of patent application, wherein The organic layer has a host material and a doping material, and The host material contains an anthracene-based host material. 如申請專利範圍第9項所述的發光元件,其中 所述有機層含有熱活化延遲螢光材料。The light-emitting element according to item 9 of the scope of patent application, wherein The organic layer contains a thermally activated delayed fluorescent material. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述吡咯亞甲基衍生物為由下述通式(1)所表示的化合物: 於通式(1)中,X為C-R7 或N;R1 ~R9 分別可相同亦可不同,且選自氫、烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基、以及與鄰接取代基之間所形成的縮合環及脂肪族環中。The light-emitting element according to item 1 or item 2 of the scope of patent application, wherein the pyrrole methylene derivative is a compound represented by the following general formula (1): In the general formula (1), X is CR 7 or N; R 1 to R 9 may be the same or different, and are selected from hydrogen, alkyl, cycloalkyl, heterocyclyl, alkenyl, cycloalkenyl, Alkynyl, hydroxyl, thiol, alkoxy, alkylthio, aryl ether, aryl thioether, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester, Carbamate, amine, nitro, silyl, siloxy, oxyboryl, sulfo, phosphine oxide, and condensed rings and aliphatic rings formed with adjacent substituents. 如申請專利範圍第14項所述的發光元件,其中 於所述通式(1)中,X為C-R7 且R7 為由下述通式(2)所表示的基: 於通式(2)中,r選自由氫、烷基、環烷基、雜環基、烯基、環烯基、炔基、羥基、硫醇基、烷氧基、烷硫基、芳基醚基、芳基硫醚基、芳基、雜芳基、鹵素、氰基、醛基、羰基、羧基、酯基、胺甲醯基、胺基、硝基、矽烷基、矽氧烷基、氧硼基、磺基、氧化膦基所組成的群組中;k為1~3的整數;於k為2以上的情況下,r分別可相同亦可不同。The light-emitting element according to item 14 of the scope of patent application, wherein in the general formula (1), X is CR 7 and R 7 is a group represented by the following general formula (2): In the general formula (2), r is selected from the group consisting of hydrogen, alkyl, cycloalkyl, heterocyclyl, alkenyl, cycloalkenyl, alkynyl, hydroxyl, thiol, alkoxy, alkylthio, and aryl. Ether, aryl sulfide, aryl, heteroaryl, halogen, cyano, aldehyde, carbonyl, carboxyl, ester, carbamate, amino, nitro, silyl, siloxy, In the group consisting of an oxyboryl group, a sulfo group, and a phosphine oxide group; k is an integer of 1 to 3; and when k is 2 or more, r may be the same or different. 如申請專利範圍第14項所述的發光元件,其中 於所述通式(1)中,R1 、R3 、R4 及R6 分別可相同亦可不同,且為經取代或未經取代的烷基。The light-emitting element according to item 14 of the scope of patent application, wherein in the general formula (1), R 1 , R 3 , R 4, and R 6 may be the same or different, and are substituted or unsubstituted. Alkyl. 如申請專利範圍第14項所述的發光元件,其中 於所述通式(1)中,R1 、R3 、R4 及R6 分別可相同亦可不同,且為經取代或未經取代的芳基。The light-emitting element according to item 14 of the scope of patent application, wherein in the general formula (1), R 1 , R 3 , R 4, and R 6 may be the same or different, and are substituted or unsubstituted. Aryl. 如申請專利範圍第14項所述的發光元件,其中 於所述通式(1)中,R1 ~R6 中的至少一者為拉電子基。The light-emitting device according to item 14 of the scope of patent application, wherein in the general formula (1), at least one of R 1 to R 6 is an electron-withdrawing group. 如申請專利範圍第18項所述的發光元件,其中 於所述通式(1)中,所述拉電子基為包含氟原子的基。The light-emitting element according to item 18 of the scope of patent application, wherein In the general formula (1), the electron-withdrawing group is a group containing a fluorine atom. 如申請專利範圍第18項所述的發光元件,其中 於所述通式(1)中,所述拉電子基為選自含氟醯基、含氟酯基、含氟醯胺基、含氟磺醯基、含氟磺酸酯基及含氟磺醯胺基中的基。The light-emitting element according to item 18 of the scope of patent application, wherein In the general formula (1), the electron-withdrawing group is selected from the group consisting of a fluorine-containing fluorenyl group, a fluorine-containing ester group, a fluorine-containing fluorenamine group, a fluorine-containing sulfonium group, a fluorine-containing sulfonate group, and a fluorine-containing sulfonate Sulfonyl group. 如申請專利範圍第14項所述的發光元件,其中 於所述通式(1)中,R8 或R9 的任一者為氰基。The light-emitting element according to item 14 of the scope of patent application, wherein in the general formula (1), either of R 8 or R 9 is a cyano group. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述吡咯亞甲基衍生物為藉由使用激發光而呈現於500 nm以上且580 nm以下的區域觀測到峰值波長的發光的吡咯亞甲基衍生物。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The pyrrole methylene derivative is a pyrrole methylene derivative in which a peak wavelength is observed in a region of 500 nm to 580 nm by using excitation light. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述吡咯亞甲基衍生物為藉由使用激發光而呈現於580 nm以上且750 nm以下的區域觀測到峰值波長的發光的吡咯亞甲基衍生物。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The pyrrole methylene derivative is a pyrrole methylene derivative in which light emission is observed at a peak wavelength in a region of 580 nm or more and 750 nm or less by using excitation light. 如申請專利範圍第1項或第2項所述的發光元件,其中 所述色轉換部含有下述發光材料(a)及發光材料(b),且 所述發光材料(a)及所述發光材料(b)中的至少一者為所述吡咯亞甲基衍生物, 發光材料(a):藉由使用激發光而呈現於500 nm以上且580 nm以下的區域觀測到峰值波長的發光的發光材料; 發光材料(b):藉由經激發光或來自所述發光材料(a)的發光的至少一者激發而呈現於580 nm以上且750 nm以下的區域觀測到峰值波長的發光的發光材料。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The color conversion section includes a light-emitting material (a) and a light-emitting material (b) described below, and At least one of the luminescent material (a) and the luminescent material (b) is the pyrrole methylene derivative, Light-emitting material (a): a light-emitting material having a peak wavelength observed in a region from 500 nm to 580 nm by using excitation light; Light emitting material (b): A light emitting material having a peak wavelength observed in a region of 580 nm or more and 750 nm or less by excitation with at least one of excitation light or light emission from the light emitting material (a). 如申請專利範圍第1項或第2項所述的發光元件,其中 所述色轉換部包含樹脂。The light-emitting element according to item 1 or 2 of the scope of patent application, wherein The color conversion section includes a resin. 如申請專利範圍第25項所述的發光元件,其中 所述樹脂的氧透過率為0.1 cc/m2 ·day·atm以上。The light-emitting element according to claim 25, wherein the resin has an oxygen transmission rate of 0.1 cc / m 2 · day · atm or more. 一種顯示器,其特徵在於,包括: 發光元件,所述發光元件包括能夠部分驅動的多個光源;以及色轉換部,所述色轉換部對於所述多個光源中的至少一個光源,對來自所述至少一個光源的入射光的至少一部分進行轉換而發出與所述入射光不同的波長區域的出射光,且 所述色轉換部包含吡咯亞甲基衍生物。A display, comprising: A light emitting element including a plurality of light sources capable of being partially driven; and a color conversion section for at least one of the plurality of light sources and at least one of incident light from the at least one light source A part of which is converted to emit light in a wavelength region different from the incident light, and The color conversion portion includes a pyrrole methylene derivative. 一種色轉換基板,其特徵在於: 包含吡咯亞甲基衍生物。A color conversion substrate is characterized in that: Contains pyrrole methylene derivatives.
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